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Senior GRC AnalystNew

GustoSan Francisco, CA - Hybrid
Full-timeNot specifiedAug 27, 2026

 


About Gusto

At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve.

 
All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.

 
AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.

About the Role:

Gusto is seeking a Security, Governance, Risk & Compliance professional to join our team managing our security governance, risk and compliance initiatives. This person will guide the company from foundational Governance, Risk & Compliance (GRC) maturity through to steady-state operations, leveraging AI to automate and improve old practices and tools, ensuring ongoing compliance with SOC 2 Type 2, IT General Controls, ICOC and related frameworks, while embedding security-minded practices throughout Gusto.  This is a cross-functional role with key touchpoints in every department.

Here’s what you’ll do day-to-day:

  • Develop, maintain, and ensure adherence to security and compliance SOPs, internal documentation, and company-wide policies—particularly supporting SOC 2 and future framework adoption.
  • Own and manage trust management platforms including documentation of controls, risks, vendors, and exceptions, and lead the implementation of AI agents to automate and improve the implementation of our controls framework and evidence collection to support it
  • Collaborate with Legal, Enterprise Applications, and Gusto counterparts to establish and maintain data governance policies (e.g., classification, retention, handling).
  • Conduct ongoing internal risk assessments to identify exposure and control gaps; coordinate remediation plans with functional teams.
  • Manage the third-party vendor risk program, including onboarding reviews, monitoring, and renewal assessments.
  • Lead interactions with external auditors and regulatory bodies during compliance assessments (e.g., SOC 2 Type 2) and oversee responses to client security assessments and due diligence requests.
  • Stay current on relevant compliance frameworks, laws, and regulations to ensure appropriate coverage and adaptability.
  • Partner cross-functionally (e.g., Security, Legal, Engineering, Sales, IT) to implement scalable GRC processes, harmonize systems, and foster GRC understanding through employee enablement programs and KPI-driven insights.

Here’s what we're looking for:

  • 8+ years of experience in governance, risk, and compliance within SaaS, ideally in the HCM, payroll, or fintech sectors.
  • Bachelor’s degree in Business, Information Systems, or a related field.
  • Strong understanding of SaaS business models, with experience implementing controls and policies in fast-paced, product-driven environments.
  • Proven experience leading or supporting a SOC 2 Type 2 compliance initiative, including collaboration with auditors and cross-functional teams.
  • Familiarity with compliance tools and platforms such as Optro, Vanta, Drata, Viso Trust, or similar.
  • Demonstrated ability to translate complex GRC requirements into actionable, scalable processes.
  • Excellent written and verbal communication skills, including the ability to educate and influence cross-functional stakeholders.
  • A data-informed mindset, with the ability to use analytics to assess GRC performance and maturity.
  • One or more relevant professional certifications:
    • CISA, CRISC, or GRCP preferred
    • CGEIT, CRMA, or PMI-RMP are a bonus

Our cash compensation amount for this role is targeted at $183,000-205,000 in the San Francisco Bay Area. Stock equity is additional. Final offer amounts are determined by multiple factors including candidate experience and expertise and may vary from the amounts listed above.


Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas. 

When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.


Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto. 

Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.

Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.

Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.

Compliance

Sales AssociateNew

GustoAtlanta, GA - Remote; Denver, CO - Hybrid; Phoenix, AZ - Remote
Full-timeNot specifiedAug 27, 2026

 


About Gusto

At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve.

 
All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.

 
AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.

About the Role:

Your role will be to help small business customers choose Gusto. Interacting with customers who sign up on our website via email, chat, and live phone interactions, you’ll help match our people platform offering to their specific business needs, exercising advisory sales skills. You’ll help them navigate an important onboarding process, demonstrating sophisticated customer success skills.

Our team of over a hundred sales professionals includes folks practices across all channels and with different types of customers, but we all share deep passion and commitment to solutions selling: our company exists to solve problems for small businesses, and our sales team is a vital front door for small businesses who need and love our solutions. We have communal goals, a team spirit, and company leadership that cares about selling the right way.

Here’s what you’ll do day-to-day:

  • Manage Inbound Volume: Handle high volume & high velocity inbound calls, chats and emails to customers at different points in the customer journey: discovery, qualification, sales, decision and onboarding
  • Keep Clean Records: Maintain accurate notes in Salesforce for all leads worked
  • Be a Trusted Advisor: Help customers select Gusto as a payroll platform
  • Support Onboarding: Guide customers through account setup and initial onboarding
  • Exhibit Customer Empathy: Demonstrate product knowledge and care for every customer interaction
  • Master Advisory Selling: Exercise and refine solutions selling skills for small businesses
  • Grow at Gusto: Participate in community and career development opportunities
  • Use AI-powered workflows as a core part of how you sell: running assigned tools daily, surfacing friction and inefficiencies as you find them, and collaborating with your team to influence what gets built or improved next

Here’s what we're looking for:

  • Sales Experience: 1+ year in a high volume sales or customer service environment where you were cross selling, up selling, or maintaining a quota or KPIs is a nice to have, not a requirement
  • Open to New Grads: No sales background needed. We welcome candidates who are early in their career or looking to build a long-term path in sales
  • Customer-First Mindset: A commitment to customer empathy and ethical business practices
  • Drive to Excel: Passion to achieve goals and improve your craft
  • Strong Communicator: Excellent communication skills both via phone and email/chat
  • Adaptable & Driven: Motivated by challenge and adaptable to change
  • AI: Proven, day-to-day experience integrating AI into how you work — across writing, research, prep, and summarization as a core part of your workflow, with a track record of giving clear, useful feedback that helps improve your tools and processes

Our cash compensation range for this role is offering hourly pay from $23.00 - $24.50 for Denver, Atlanta, and Phoenix. Final offer amounts are determined by multiple factors, including candidate experience and expertise, and may vary from the amounts listed above.


Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas. 

When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.


Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto. 

Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.

Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.

Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.

Staff Software Engineer, AI Voice and ContentNew

GustoSan Francisco, CA - Hybrid
Full-timeNot specifiedAug 26, 2026

 


About Gusto

At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve.

 
All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.

 
AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.

We’re looking for a seasoned full-stack software engineer to join Gusto’s Growth team and lead the next generation of AI-powered customer acquisition, onboarding, and lifecycle engagement experiences. This role is best suited for an engineer who enjoys operating across the full product lifecycle, from shaping early concepts and technical direction through launch, evaluation, iteration, and long-term ownership in production.

On this team, you’ll help define and build customer-facing AI systems that make Growth experiences more effective, more personalized, and easier to scale. In particular, this role will focus on two strategic areas: building an AI Voice Agent that supports onboarding of new customers, and building and scaling AI-driven email experiences across the funnel powered by our LLM-powered content generation engine. The expectation is not just experimentation, but clear ownership of production workflows and measurable customer impact within Growth.

If you're drawn to work that combines technical craft with real-world impact — helping power the livelihoods of millions using Gusto products — join us!

Here’s what you’ll do day-to-day:

  • Design, build, and operate AI-powered Growth experiences across onboarding and lifecycle engagement, with a focus on conversational and communication-driven product surfaces.
  • Own the technical strategy and implementation for an AI Voice Agent that helps onboard customers, including the product workflows, backend integrations, safety controls, and evaluation loops needed to make the experience reliable in production.
  • Build and scale AI-driven email systems across the funnel including generation workflows, orchestration, experimentation, quality controls, and iteration based on product feedback and business outcomes.
  • Partner closely with Product, Data, Design, Marketing, and Platform teams to understand customer pain points, identify Growth opportunities, prototype quickly, and ship improvements that move acquisition, activation, and conversion metrics.
  • Design reliable APIs, backend services, and frontend experiences that support personalized onboarding, communications, workflow automation, and other customer-facing Growth journeys.
  • Establish strong engineering patterns for applied AI development, including prompt design, tool integration, evaluation-driven iteration, observability, and safe rollout practices.
  • Help the team make good long-term architectural decisions around conversational systems, outbound communication workflows, and the supporting platform capabilities they depend on.
  • Mentor other engineers and raise the bar on technical execution, product quality, and responsible use of AI across the team.

Here’s what we’re looking for:

  • Successful applicants typically have 8+ years of software development experience building and shipping customer-facing product experiences at scale.
  • Experience building full-stack systems, including frontend applications, backend APIs, and production services with clear ownership after launch.
  • Experience in Growth-related product areas such as onboarding, communications, workflow automation, CRM, lifecycle marketing, or adjacent customer journey systems.
  • Strong applied AI fluency, including experience with prompt design, tool integration, conversational experiences, content generation systems, or evaluation-driven iteration.
  • Experience owning multi-quarter initiatives that solve ambiguous engineering problems and produce measurable business and customer impact.
  • Strong product and engineering judgment, with the ability to balance experimentation speed with quality, reliability, and long-term maintainability.
  • Ability to collaborate effectively across engineering and business stakeholders, especially in product areas where technical decisions directly affect customer experience and funnel performance.
  • A track record of mentoring engineers and helping teams scale their impact.

Others:

  • Experience in or interest working in Ruby on Rails 
  • Appreciation for a collaborative, test-driven environment
  • Ability to build well-structured, maintainable, well-documented code
  • Ability to effectively communicate across engineering teams and with business stakeholders

Please note that travel to Gusto's office for onboarding is required for this position. If you have any questions regarding this requirement, please share with your recruiter.

Our cash compensation amount for this role is targeted at $163,000–$204,000 in Denver & most remote locations, and $197,000–$247,000 for San Francisco & New York. Stock equity is additional. Final offer amounts are determined by multiple factors including candidate experience and expertise and may vary from the amounts listed above.


Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas. 

When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.


Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto. 

Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.

Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.

Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.

Staff Software Engineer- Tax CreditsNew

GustoNew York, New York, United States
Full-timeNot specifiedAug 26, 2026

 


About Gusto

At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve.

 
All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.

 
AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.

About the Role:

Do you relish in the challenge to take complex and ambiguous problems and distill them into actionable solutions? Are you obsessed with creating simple, beautiful, and enjoyable experiences that delight users and make their lives easier? Are you someone with a strong bias for action, who can drive complex and highly visible projects and garner support and buy-in across all levels and cross-functional teams? Do you work at the intersection of product excellence, customer empathy, business strategy, and artificial intelligence? If so, you may be a great fit for the Staff Engineer, Tax Credits position.   

About the Team:

Tax Credits is an emerging app in the Gusto platform, and is tasked to create a magical experience that is helping as many Gustomers as possible to take advantage of available Tax Credits and grants in a scalable, approachable and opinionated way. Our goal is to empower and delight our Gustomers.

  • Providing “magical just-in-time moments” that introduce potential Tax Credits to the right people at the right time
  • Create a system of self-serve that lets ERs explore their Tax Credits potential and easily go through the complex process of gathering all the data and deliver the right studies
  • Deliver a simplified and streamlined tax credit discovery journey and the user experience to support it 

Due to the horizontal nature of this team, you will work cross-functionally to ensure your solutions solve the problems of our varied customer base, as well as address needs of our many product teams and key business goals. This team has strong executive support and exciting plans to grow in size and scope.

Here’s what you’ll do day-to-day:

  • Design, build, and test Gusto core products
  • Mentor other engineers to help solve some of the hardest technical problems out there in very complex domains and at a large scale
  • Help scale one of the largest Ruby/Rails and Javascript/React applications in the world
  • Collaborate with our Product Management, Data, Design, and Platform Engineering teams to understand customer pain points, come up with solutions, and then prototype, iterate, and launch daily
  • Build products that our customers genuinely love

Here’s what we’re looking for:

  • Successful applicants typically have 8+ years of software development experience
  • Experience building scalable solutions that eliminate customer pain; passion for creating memorable experiences for customers
  • Experience leveraging AI tools or systems to accelerate development, improve testing, and deliver new product capabilities
  • Curiosity and experimentation with emerging AI frameworks, applying and sharing best practices to evaluate and scale AI use safely across teams
  • Experience owning multi-quarter projects that solve complex engineering problems and make measurable customer impact at scale
  • Experience with large scale refactors, performance and reliability issues, and a strong sense of ownership over all aspects of your product area
  • Ability to mentor engineers to maximize their performance and impact

Others:

    • Experience in, or interest working in, Ruby on Rails 
    • Appreciation for a collaborative, test-driven environment
    • Ability to build well-structured, maintainable, well-documented code
    • Ability to effectively communicate across engineering teams and with business stakeholders

Please note that a two day travel to a Gusto office for onboarding is required for this position. If you have any questions regarding this requirement, please share with your recruiter.

Our cash compensation amount for this role is targeted at $163,000–$204,000 in Denver & most remote locations, and $197,000–$247,000 for San Francisco & New York. Stock equity is additional. Final offer amounts are determined by multiple factors including candidate experience and expertise and may vary from the amounts listed above.


Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas. 

When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.


Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto. 

Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.

Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.

Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.

JavaScriptGoRuby+2 more

GTM AI Agent BuilderNew

GustoAtlanta, GA - Remote; Denver, CO - Hybrid; New York, New York, United States; Phoenix, AZ - Remote; San Francisco, CA - Hybrid
Full-timeNot specifiedAug 26, 2026

 


About Gusto

At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve.

 
All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.

 
AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.

About the Role:

We're looking for a GTM AI Agent Builder to build, implement, and support the AI and automation foundations that make Gusto's revenue engine smarter, faster, and more human. This role sits at the intersection of Revenue Operations, AI systems, and GTM strategy — helping shape how Gusto's Sales, Marketing, and Partner teams work in an AI-native future. You'll translate business problems into intelligent, scalable workflows that automate manual work, enhance decision-making, and accelerate growth.

If you thrive on turning complex systems into elegant, measurable solutions — and want to help define what AI-native selling looks like at scale — this is the role for you.

About the Team:

The Revenue Operations team is the connective tissue between strategy, systems, and execution across Gusto's Go-to-Market (GTM) organization. We enable Sales, Marketing, and Partnerships to operate efficiently, make data-informed decisions, and deliver exceptional experiences to customers and partners.

As Gusto embraces an AI-first future, this team is building the infrastructure, workflows, and evaluation frameworks that power intelligent, high-performing GTM operations. You'll collaborate closely with RevOps, Data, BizTech, and GTM leadership to bring automation and AI to life across our revenue systems and processes.

Here’s what you’ll do day-to-day:

  • Support GTM AI Strategy: Contribute to the GTM AI strategy and roadmap, including technology evaluation, critical business use cases (e.g., sales productivity, marketing personalization, customer support automation), and change management initiatives.
  • Build & Execute: Design and deploy AI-driven workflows and automation that streamline manual GTM processes and improve sales productivity.
  • Partner Cross-Functionally: Work closely with RevOps and GTM leaders to identify automation opportunities, support trade-off discussions, and connect AI initiatives to measurable business outcomes.
  • Measure Performance & Impact: Help define and maintain evaluation frameworks that measure prompt reliability, latency, cost, and business impact (e.g., conversion lift, time saved).
  • Build Data & Systems Connections: Implement integrations connecting Salesforce, GTM tools, and Gusto's data warehouse to AI-powered insights and workflows.
  • Support Model & Vendor Selection: Contribute to model and vendor evaluation processes, helping ensure flexibility to test and scale best-in-class AI tools.
  • Execute Program Management: Support the rollout and adoption of AI initiatives, ensuring pilots ship with clear ownership, training, and measurable outcomes.
  • Scale Reusable Patterns: Collaborate cross-functionally to implement automation patterns and guardrails that make AI-enabled operations safe, efficient, and repeatable across teams.

Here’s what we're looking for:

  • 4–6 years of experience in Revenue Operations, Business Operations, or Product, ideally within high-growth SaaS or technology companies or 2–4 years in an earlier-stage AI-focused company.
  • Demonstrated experience building and implementing operational systems or automation that improved productivity, accuracy, or revenue outcomes.
  • Comfortable experimenting with AI tools, agents, and automation workflows — strong intuition for where AI adds leverage, even without deep ML expertise.
  • Experience working with GTM systems (Salesforce, Gong, Outreach, data warehouses) and connecting insights to commercial impact.
  • Solid program execution and prioritization skills — able to manage multiple cross-functional workstreams and drive measurable progress.
  • Technical background is valued and a plus.
  • Strong communication and stakeholder collaboration skills — can translate technical concepts into clear narratives for GTM and business audiences.
  • AI-native mindset: Curious, adaptable, and excited to help shape how AI transforms the future of revenue operations.

Our annual base salary compensation range for this role is $222,000 - $242,000 in San Francisco and New York, and $189,473 - $205,000 in Denver, Atlanta and Phoenix metro areas.  This role is also eligible for an annual variable cash bonus (up to 20%). Final offer amounts are determined by multiple factors, including candidate experience and expertise, and may vary from the amounts listed above. Final offer amounts are determined by multiple factors, including candidate experience and expertise, and may vary from the amounts listed above.


Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas. 

When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.


Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto. 

Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.

Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.

Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.

Product Designer, HR Experiences

GustoNew York, New York, United States
Full-timeNot specifiedAug 25, 2026

 


About Gusto

At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve.

 
All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.

 
AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.

About the Role:
 
At Gusto, HR Experiences (HRX) helps small businesses get expert HR help right inside the product. Instead of hunting through forms and menus — or Googling what the law requires — a customer can simply say what they need, and Gusto does the rest: taking the action, answering the question, or bringing in a human expert when the stakes are high.
As a Product Designer on HRX, you'll shape these AI-native experiences end to end, in a domain where getting it right builds real trust — and getting it wrong has real consequences for our customers. That's exactly why judgment, taste, and craft matter here in a way they don't in lower-stakes products.
 
About the Team:
 
HRX is building the guidance and service layer that turns HR from a source of tension into a source of confidence for small businesses. We design across the full experience — the everyday self-serve moments, the AI that guides and does the work, and the human HR experts who step in when it matters most — so it all feels like one Gusto.
Gusto Design is operating in an AI-native way, and HRX is one of the teams fostering that hardest. We expect designers here to bring AI fluency in two directions:
  • AI in your workflow. Using AI to explore ideas, prototype, and synthesize research — so you progress faster without losing craft.
  • AI in the product. Designing the experience of AI outputs — representing uncertainty, surfacing errors gracefully, preserving user agency when a recommendation conflicts with best practice, and knowing when a human should step in.
Here’s what you’ll do day-to-day:
  • Shape AI-native HR experiences end to end — where the customer says what they need and the product delivers the right outcome, without exposing the underlying complexity.
  • Lead service design across a two-sided experience — journey mapping and blueprinting the routing and handoffs between the customer, the AI, and human HR experts.
  • Make and defend judgment calls about AI outputs — when they're ready to ship, when to keep a human in the loop, and when they shouldn't ship at all — designing for failure so trust holds in the hard moments.
  • Ground the work in a specific customer and hold a high craft bar from strategy through pixel-level execution.
  • Partner with PM, engineering, and data as a co-owner of product direction — framing ambiguous problems early and spearheading clarity when the picture isn't yet clear.
  • Work in fast cycles: set a clear target for an experience, ship real things to customers, and let what you learn sharpen the direction.
  • Conduct and direct research with customers and HR experts to validate decisions in a high-stakes, compliance-sensitive domain.
Here’s what we're looking for:
 
What you’ll need:
  • 8+ years of product design experience owning and shipping work in a B2B SaaS environment, with robust craft across web.
  • Experience designing AI-enabled or conversational experiences shipped to real users — and you can speak concretely to how you handled uncertainty, errors, and human override.
  • Experience in service design for products with two sides or multiple stakeholders. You should have real journey mapping and blueprinting experience. This includes operational handoffs and should not be limited to workshop exercises.
  • Judgment to evaluate and direct AI outputs — knowing when to use them, when to override them, and how to raise the bar — especially where the cost of being wrong is high.
  • Comfort with ambiguity — you frame the problem, scope the work, and proceed forward without waiting for perfect information.
  • Well-developed collaboration and communication across design, product, engineering, and data.
Bonus points
  • Experience in a high-stakes or regulated domain — HR, compliance, fintech, legal, or healthcare.
  • Helped lead a team's shift to AI-native workflows, and can speak to what changed about the work itself, not just the tools.
  • Background contributing to AI governance, evaluation practices, or AI experience design patterns.
  • Experience designing for internal or expert users (advisors, agents, support staff) alongside customer-facing surfaces.

Compensation Details

At Gusto, we strive to provide rewards that empower employees to achieve their financial and personal goals. We offer competitive compensation packages with a strong emphasis on equity based compensation (ownership in Gusto). To learn more about Gusto’s compensation philosophy and benefits offerings please view our Total Rewards Approach page. 

Our cash compensation range for this role is $146,000/yr to $183,000/yr in Denver & most remote locations, and $177,000/yr to $222,000/yr in San Francisco, Seattle & New York. Final offer amounts are determined by multiple factors, including candidate experience and expertise, and may vary from the amounts listed above.


Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas. 

When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.


Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto. 

Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.

Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.

Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.

RESTCompliance

AI Engineer, Legal & Compliance

GustoSan Francisco, CA - Hybrid
Full-timeNot specifiedAug 24, 2026

 


About Gusto

At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve.

 
All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.

 
AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.

About the Role

As a key member of Enterprise Applications IT (EAIT), the Legal & Compliance AI Engineer owns the AI-first strategy, roadmap, and delivery of the enterprise applications supporting Gusto’s Legal & Compliance organization. This is an AI-forward product role: you will reimagine how legal and compliance work gets done by embedding generative AI, AI agents, and intelligent automation into systems like contract lifecycle management (CLM), matter and legal-spend management, e-signature, entity and corporate records management, legal hold and e-discovery, and governance, risk, and compliance (GRC) platforms.

Acting as the primary interface between Legal & Compliance teams and EAIT delivery resources, you will translate business needs into well-defined, AI-enabled product requirements, guide solution design, and drive continuous improvement across core legal and compliance processes. In line with Gusto’s enterprise systems strategy, you will help shift legal operations from reactive, manual workflows to predictive, context-aware, and self-improving platforms—designing agentic workflows and Model Context Protocols (MCPs) that connect legal systems to large language models—while ensuring privilege protection, security, compliance, and measurable impact. This role blends product leadership and deep systems knowledge with strong AI literacy and a bias toward applying AI to every part of the legal technology stack.

About the Team

The Enterprise Applications IT (EAIT) team drives the intelligent transformation of Gusto’s enterprise systems, integrating AI, automation, and advanced analytics across our internal applications ecosystem to improve scalability, efficiency, and decision-making. EAIT builds MCPs, AI agents, and intelligent workflows that connect systems and make enterprise processes smarter, faster, and more predictive, while providing reliable, secure, and scalable application platforms for critical business processes.

Within EAIT, this role provides dedicated, AI-forward product ownership for the Legal & Compliance technology domain, complementing existing product and platform owners to establish a mature, well-governed, and increasingly autonomous enterprise applications operating model. This is a new role, designed to expand the team’s capacity to operationalize AI within legal and compliance workflows and modernize the systems behind that work.

What You’ll Do Day-to-Day

AI-First Product Ownership & Roadmap (Legal & Compliance Technology)

  • Own the product vision, AI roadmap, and backlog for the legal and compliance technology portfolio within EAIT, with AI and automation as the default lens for every initiative.
  • Set a multi-year vision for an AI-augmented legal function, identifying where generative AI, AI agents, and automation can eliminate manual effort, accelerate cycle times, and improve quality and risk outcomes.
  • Align roadmap priorities with Legal & Compliance leadership, EAIT’s AI transformation strategy, and enterprise architecture standards.
  • Define success metrics and outcomes—including AI adoption, automation rate, accuracy, cycle-time reduction, and cost-to-serve—to measure business value and system effectiveness.

AI, Automation & Agentic Workflows

  • Design and deliver generative-AI capabilities across the legal stack: AI-assisted contract drafting, review, redlining, clause extraction, and risk flagging; AI summarization of matters, contracts, and legal documents; and natural-language search across legal knowledge.
  • Build and productize AI agents that execute or augment core legal and compliance processes—such as legal intake triage and routing, NDA and standard-contract self-service, obligation and renewal tracking, policy Q&A, and regulatory-change monitoring.
  • Define and prioritize Model Context Protocols (MCPs) and integrations that securely connect legal systems (CLM, matter management, document management, GRC) to large language models and orchestration frameworks.
  • Apply retrieval-augmented generation (RAG) over contracts, policies, and legal knowledge bases to deliver grounded, citable answers for legal and business stakeholders.
  • Evaluate, pilot, and scale AI legal-tech vendors and native AI features (e.g., contract AI, AI assistants, e-discovery AI), running structured proofs-of-concept and build-vs-buy assessments.
  • Establish evaluation and quality processes for AI features—prompt design, model selection and tradeoffs, accuracy and hallucination testing, human-in-the-loop review, and continuous tuning.

Business Process & Solution Design

  • Lead end-to-end, AI-augmented redesign of core legal workflows—contract lifecycle management, matter intake and management, outside-counsel and legal-spend (e-billing), e-signature, entity and corporate records management, and legal hold and e-discovery.
  • Translate business requirements into clear functional specifications and solution designs—including where AI augments, automates, or fully owns a step, and where humans stay in the loop—for EAIT delivery teams.
  • Ensure solutions are scalable, auditable, and aligned with data privacy, security, internal controls, and compliance standards, including protection of privileged and sensitive information in all AI workflows.

Enterprise Applications Enablement

  • Partner with EAIT engineers, administrators, AI architects, and platform owners to design and deliver enhancements, integrations, MCPs, and AI agents across legal technology platforms.
  • Review and approve configurations, workflows, integrations, prompts, and agent designs to ensure they meet business, legal, and IT governance requirements.
  • Guide prioritization of enhancements, AI capabilities, upgrades, and technical-debt remediation across legal-managed platforms.

Stakeholder Partnership & Delivery

  • Serve as the primary EAIT point of contact for Legal & Compliance stakeholders and as a champion for AI-first ways of working across the legal function.
  • Manage intake, prioritization, and delivery of requests, balancing stakeholder needs with EAIT capacity and the AI roadmap.
  • Lead cross-functional initiatives from discovery through deployment, ensuring clear communication, change management, and timely execution.

Responsible AI, Controls, Privacy & Insights

  • Govern the full lifecycle of AI agents and MCPs in the legal domain, ensuring responsible-AI practices: guardrails, privilege protection, data governance, access controls, auditability, and human oversight.
  • Partner with Legal, IT risk, Security, and audit teams to ensure AI-enabled systems and processes support privacy, regulatory, and SOX-related requirements and safeguard attorney-client privilege and sensitive data.
  • Define and oversee KPIs and operational metrics for legal and compliance systems, including AI accuracy, reliability, adoption, and ROI.
  • Collaborate with data, BI, and AI teams to deliver dashboards, analytics, and AI-driven insights that support data-driven legal operations.

Change Management, AI Enablement & Adoption

  • Drive successful adoption of new AI capabilities through training, documentation, prompt and playbook libraries, and hands-on change management.
  • Coach legal and compliance teams on safe, effective, and confident use of AI tools, and act as the subject-matter expert for legal AI and technology within EAIT, promoting best practices and standardization.

What We’re Looking For

  • Bachelor’s degree in Information Systems, Business Administration, Legal Studies, or a related field.
  • 8+ years of experience in enterprise applications, legal operations / legal technology, business systems, or product management, with hands-on expertise supporting legal and/or compliance functions.
  • Demonstrated experience delivering AI-powered products or features—generative AI / large language models, AI assistants, or intelligent automation—ideally within legal, compliance, or enterprise applications, with a clear bias toward applying AI to solve business problems.
  • Working knowledge of leading LLM platforms (e.g., OpenAI, Anthropic, Gemini) and core GenAI techniques such as prompt engineering, retrieval-augmented generation (RAG), evaluation, and guardrails, with the ability to reason about model tradeoffs.
  • Familiarity with AI agent and orchestration frameworks (e.g., LangChain, CrewAI, Semantic Kernel) and Model Context Protocols (MCPs), and experience integrating AI with enterprise systems is a strong plus.
  • Hands-on experience with legal technology platforms such as contract lifecycle management (e.g., Ironclad, Agiloft, DocuSign CLM), matter management and e-billing (e.g., SimpleLegal, Brightflag, Legal Tracker), e-signature (e.g., DocuSign), entity management, legal hold / e-discovery, and/or GRC tools—including their native AI capabilities.
  • Experience evaluating, selecting, and deploying AI legal-tech vendors and running proofs-of-concept and build-vs-buy assessments.
  • Strong commitment to responsible, secure, and explainable AI, with experience embedding privacy, privilege protection, audit controls, and SOX-aligned governance into AI-enabled workflows.
  • Experience owning or managing enterprise application products within an IT or EAIT-style organization, and the ability to translate business needs into product roadmaps, functional requirements, and delivered solutions.
  • Strong stakeholder management skills and the ability to partner effectively across Legal, Compliance, IT, and executive leadership, with excellent written and verbal communication and the ability to influence without authority.
  • Growth mindset and the ability to operate in ambiguity, define standards where none exist, and scale AI solutions from proof-of-concept to enterprise-wide adoption.
  • Relevant certifications (PMP, product management, AI/ML, or legal operations / CLM certifications) are a plus.

Our cash compensation amount for this role is targeted at $221,000-247,000 in San Francisco Bay Area. Stock equity is additional. Final offer amounts are determined by multiple factors including candidate experience and expertise and may vary from the amounts listed above.


Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas. 

When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.


Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto. 

Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.

Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.

Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.

ComplianceProduct Management

Product Marketing Leader - Innovation & Experimentation

GustoBurlingame, CA - Hybrid; Denver, CO - Hybrid; New York, New York, United States; San Francisco, CA - Hybrid; Scottsdale, Arizona, United States
Full-timeNot specifiedAug 24, 2026

 


About Gusto

At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve.

 
All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.

 
AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.

About the role 

We're looking for an experienced, customer-obsessed, AI-fluent product marketer to help bring new products, offers, and motions to market — and to find product-market fit through a growth-oriented test-and-learn approach.

This role sits on a newly formed Experimentation team, built specifically for the work that doesn't yet have a settled audience or a clear owner as Gusto quickly evolves our product offerings and the complexity of work we can manage on behalf of small businesses. You'll shape positioning before it's proven, test demand, learn fast, and iterate on what works. You're comfortable building into a system rather than relying on one that already exists — this is earlier-stage but highly strategic work, where the path isn't repeatable yet. Once an audience, product, and GTM motion are proven, the work hands off to the existing product marketing pods — this team's job is to prove it first.

We’re looking for someone who thrives in both strategy and execution: equally comfortable identifying market opportunities, shaping cross-product narratives, and rolling up their sleeves to turn strategy into action. This role will work deeply with leaders across Product, Sales, Growth, and Marketing to align strategies and drive measurable results. 

If this sounds like you, and you’re passionate about helping small businesses succeed, we’d love to meet you.

What You’ll Do

Architect & Execute GTM Strategy
Lead go-to-market strategy and execution across product areas—partnering with Growth, Product and Marketing to shape customer segmentation, pricing, and GTM motions that drive adoption and growth.

Turn Insights Into Action
Synthesize market research, customer insights, usage data, and cross-functional input to identify opportunities and inform strategy. Translate strategy into actionable plans and ensure GTM execution lands with excellence.

Contribute to a culture of excellence
Create clarity and focus in every project you take on, raise the bar on craft, and foster a culture of insight-driven thinking, collaboration, and results.

Drive Cross-Functional Alignment & Accountability
Act as the strategic tissue across Product, Sales, Marketing, and Customer Experience to drive shared goals and orchestrate execution across teams, leveraging technology. Bring structure, momentum, and accountability to complex initiatives. Build new ways of working by building net-new processes/systems that didn’t exist prior.

Own Performance & Optimization
Define success metrics and track performance across initiatives. Drive regular reviews of GTM performance and lead iteration to improve outcomes over time.

Here’s what we're looking for:

  • Track record of shaping GTM strategy in ambiguous yet highly ambitious environments — 0-to-1 products, new markets, or building new motions within an existing company
  • Ability to move between strategic planning and hands-on execution—comfortable with ambiguity and bias toward action
  • Excellent cross-functional collaboration and communication skills; adept at influencing across Sales, Product, and Marketing
  • Deep experience with customer segmentation, positioning, pricing, and GTM planning
  • Experience in SMB, fintech, HR/benefits/payroll tech, or a complex multi-audience business is a plus
  • Highly AI fluent; able to build AI systems and unlock new ways of working through AI 

Compensation

Our cash compensation amount for this role is targeted at $190,000 - $235,000/yr in Denver & Phoenix/Scottsdale, and $220,000 - $275,000/yr for San Francisco & New York. Final offer amounts are determined by multiple factors including candidate experience and expertise and may vary from the amounts listed above.


Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas. 

When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.


Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto. 

Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.

Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.

Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.

People Process Transformation Lead

GustoDenver, CO - Hybrid; New York, New York, United States; San Francisco, CA - Hybrid
Full-timeNot specifiedAug 24, 2026

 


About Gusto

At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve.

 
All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.

 
AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.

About the Role

We're looking for a strategic and execution-oriented Lead, Process Transformation to lead the evolution of our People Operations ecosystem. This leader will identify opportunities to simplify, standardize, and automate people processes while ensuring operational excellence across our HRIS Operations and service delivery teams.

Reporting into the People Systems & Operations organization, this role sits at the intersection of strategy, technology, and operations. You'll partner across HR, Legal, Finance and business leaders to redesign how work gets done—from hire to retire—creating scalable experiences for employees, managers, and People teams.

In addition to leading enterprise process transformation initiatives, you'll oversee the teams responsible for executing our core people operations workflows, including HRIS Operations and People Services.

What You'll Do

Lead People Process Transformation

  • Develop and execute a multi-year strategy for transforming People Operations processes.
  • Analyze end-to-end employee lifecycle workflows to identify friction, inefficiencies, redundancies, and opportunities for simplification.
  • Redesign processes using Lean, service design, and automation principles.
  • Consult with technical partners to understand how tooling, AI and agentic solutions can support improved efficiency
  • Build business cases that quantify operational impact, employee experience improvements, and ROI.
  • Prioritize transformation initiatives based on organizational impact, scalability, and strategic objectives.

Drive Technology-Enabled Improvements

  • Partner closely with People Technology to implement technology solutions that improve operational efficiency.
  • Evaluate opportunities to leverage workflow automation, AI, integrations, self-service capabilities, and system enhancements to drive prioritization for people technology.
  • Ensure process design and technology decisions work together to create sustainable solutions.
  • Balance configuration, workflow redesign, and policy changes to achieve desired outcomes.

Lead Operational Excellence

Provide leadership for:

  • HRIS Operations
    • Own operational governance for core HR system transactions and data processing.
    • Ensure operational accuracy, compliance, and service level achievement.
    • Continuously improve throughput, quality, and controls.
  • People Services
    • Lead the HR Service Center responsible for Tier 0/1 Gustie (employee) and People Empowerer (manager) support.
    • Improve service delivery through knowledge management, self-service, case management optimization, and triage/query process improvements.
    • Develop service metrics and continuously improve customer experience.

Establish Operational Governance

  • Define operational standards, process ownership, documentation, and governance across People Operations.
  • Create KPI dashboards measuring efficiency, quality, service levels, cycle times, automation adoption, and employee experience.
  • Build mechanisms to continuously identify improvement opportunities through operational data and customer feedback.

Lead and Develop Teams

  • Lead and coach managers and individual contributors across HRIS Operations and People Services.
  • Foster a culture of continuous improvement, operational excellence, and customer-centric thinking.
  • Build organizational capability in process improvement methodologies and change management.

Partner Across the Business

  • Influence senior stakeholders across HR leadership, Finance, IT, Security, and Legal.
  • Translate business priorities into operational improvements.
  • Lead cross-functional initiatives requiring alignment across multiple organizations.

What We're Looking For

Required Qualifications

  • 10+ years of experience in People Operations, HR Operations, Business Operations, Process Excellence, Consulting, or related fields.
  • 5+ years leading managers and operational teams.
  • Demonstrated success leading enterprise-scale process transformation initiatives.
  • Experience managing HR shared services, HR operations, HRIS operations, or similar service organizations.
  • Strong understanding of HR technology ecosystems (Workday or comparable HRIS, case management platforms, workflow tools).
  • Experience applying Lean, Six Sigma, business process management, or operational excellence methodologies.
  • Strong analytical skills with the ability to use operational metrics to drive decisions.
  • Proven ability to influence senior leaders without direct authority.
  • Excellent executive communication and stakeholder management skills.

Preferred Qualifications

  • Experience in high-growth technology companies.
  • Experience implementing HR technology or enterprise workflow platforms.
  • Familiarity with AI-enabled workflow automation and employee support technologies.
  • Lean Six Sigma certification or equivalent operational excellence training.
  • Experience leading organizational change and large cross-functional programs.

Success in This Role

Within your first year, you will have:

  • Established a transformation roadmap for People Operations.
  • Identified and delivered measurable improvements in key employee lifecycle processes.
  • Reduced manual work through workflow redesign and automation.
  • Improved HR service center effectiveness and customer satisfaction.
  • Increased operational visibility through standardized metrics and dashboards.
  • Built a culture where continuous improvement becomes part of day-to-day operations.

Leadership Competencies

This leader excels at:

  • Strategic systems thinking
  • Operational excellence
  • Customer obsession
  • Data-driven decision making
  • Organizational influence
  • Change leadership
  • Developing high-performing teams
  • Balancing innovation with operational rigor

Our cash compensation amount for this role is $147,000/yr to $190,000/yr in Denver & most major metro locations, and $173,000/yr to $225,000/yr for San Francisco & New York. Final offer amounts are determined by multiple factors including candidate location, experience and expertise and may vary from the amounts listed above.

This is a HYBRID role where you will be expected onsite Tuesday and Wednesday in either New York, Denver, San Francisco. 

 


Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas. 

When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.


Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto. 

Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.

Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.

Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.

Compliance

Manager - Developer Productivity, AI Tools

GustoDenver, CO - Hybrid; New York, New York, United States; San Francisco, CA - Hybrid
Full-timeNot specifiedAug 24, 2026

 


About Gusto

At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve.

 
All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.

 
AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.

About the Role:

AI Dev Tools builds the platform Gusto engineers use to work with AI, not just alongside it: agentic coding environments (local and cloud), automated AI code review, and the CI/security infrastructure underneath both. In this role, you'll own that platform end-to-end from the product bet (what should an agent be trusted to do autonomously, and when) to the infrastructure underneath it (CI systems, sandboxing, vendor contracts) to the team building it.

This is not a traditional "developer productivity" management role. You'll be making judgment calls on agent autonomy and security posture, negotiating infrastructure vendor contracts, and setting the AI-spend guardrails your own team operates under in addition to the standard Engineering Manager work of growing and unblocking a team of senior engineers.

About the Team:

AI Dev Tools builds Gusto's agentic coding platform: tooling infrastructure, agent runtimes, AI code reviews, The team also owns the security work required to run AI workloads safely in the cloud, like queue isolation, permission scoping.

The team partners constantly with Infra, Security, and Legal (on vendor contracts and AI risk posture), and reports on strategy directly to Gusto's CTO.

Here’s what you’ll do day-to-day:

  • Own the agentic coding roadmap. Set direction for interactive and autonomous agent modes, entry points (Slack, web, CLI), and the orchestration model for multi-step/multi-repo agent work.
  • Agentic code review. Own its accuracy/coverage roadmap, and make the real tradeoff calls between review quality, PR merge speed, and per-review inference cost — backed by data, not vibes.
  • Set the security and risk posture for autonomous coding agents at Gusto. Decide what an agent can do unsupervised, own the sandboxing/permission-scoping model, and drive the underlying hardening (runtime isolation, secrets handling, blast-radius containment) needed to run agent workloads safely.
  • Set and enforce AI infrastructure spend guardrails for your team, translating raw usage data into judgment calls about what's legitimate cost of doing the job vs. what needs a conversation.
  • Lead and grow a team of senior engineers working across ambiguous, fast-moving problem spaces — recruit, mentor, run the hiring loop, and make calibration/leveling calls you can defend.
  • Be a direct strategic partner to engineering leadership (including the CTO) on where AI-native software development is heading at Gusto, grounded in what's actually shippable, not vendor hype.

Here’s what we're looking for:

  • 8+ years of engineering people leadership experience, including managing senior engineers through ambiguous, rapidly-changing technical problems (not just well-scoped roadmap execution)
  • Direct, hands-on experience with agentic coding tools — you are a daily power user of Claude Code, Cursor, Codex, or equivalent, not someone who has read about them
  • Experience owning a significant vendor or infrastructure contract from technical requirements through legal and procurement close
  • Comfort making autonomy/risk tradeoff calls on AI systems without a dedicated security team making the call for you — you understand the shape of the risk (e.g., prompt injection, credential exposure, permission bypass) well enough to scope it yourself
  • Track record of leading through ambiguity across more than one nominally separate problem domain at once
  • Strong, direct communication — evidenced by briefing senior/executive stakeholders on strategy (not just status) and getting real decisions out of those conversations
  • Self-driven mindset, comfortable in Gusto's PE model: your job is removing roadblocks and setting direction, not command-and-control management

Our cash compensation amount for this role is targeted at $240,000-260,000 in Denver & most remote locations, and $290,000-305,000 for San Francisco & New York. Final offer amounts are determined by multiple factors including candidate experience and expertise and may vary from the amounts listed above.


Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas. 

When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.


Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto. 

Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.

Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.

Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.

Conversion Operations Associate

GustoDenver, CO - Hybrid
Full-timeNot specifiedAug 21, 2026

 


About Gusto

At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve.

 
All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.

 
AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.

About the Role:

We're looking for a detail driven problem solver who thrives on precision. As a ConversionOps Associate, you'll independently manage the transfer of retirement plans from prior providers onto our platform. That means validating asset allocations, reconciling trust data, and establishing participant loan records before going live. You'll partner closely with CX Onboarding, Compliance, and Reconciliations to catch discrepancies before they become downstream problems.

 

If you're energized by high stakes work, get satisfaction from finding the one number that doesn't add up, and want to build the operational foundation that makes every conversion go smoothly, this role is for you.

 

About the Team:

At Gusto 401(k), conversions are the foundation of trust. Before a plan ever starts, our ConversionOps team has already moved every dollar, every loan, and every historical record into place, accurately and on time.

 

Here’s what you’ll do day-to-day:

  • Own asset allocations. Independently manage participant level asset allocations during plan conversions, ensuring accurate parsing, validation, and allocation of transferred funds.
  • Reconcile with precision. Review trust reports and legacy provider data to reconcile asset balances prior to system upload, and validate fund mapping, participant elections, and allocation logic to support accurate account setup at go live.
  • Resolve discrepancies. Perform ad hoc reconciliation of cash movements and asset balances during and after conversion, and drive open items to resolution.
  • Establish loan records. Set up and configure participant loan records during conversion, ensuring accurate balances, repayment schedules, and payroll alignment prior to plan activation.
  • Protect data integrity. Ensure historical data supports downstream compliance testing and reporting requirements.
  • Catch issues early. Identify gaps or inconsistencies in source data, and partner proactively with client facing teams to resolve them before go live.
  • Eliminate downstream pain. Make sure all required data is collected, validated, and uploaded accurately before plan activation, so testing, compliance, and 5500 processing can run without rework.
  • Collaborate cross functionally. Partner closely with Client Success, Onboarding, Compliance, and Reconciliations to resolve discrepancies in trust reports, asset allocations, and participant level data.
  • Improve how we work. Contribute to automation initiatives and tooling enhancements that improve conversion accuracy and efficiency.

 

Here’s what we're looking for:

  • 3+ years of experience in retirement plan administration, financial operations, or onboarding focused operational roles.
  • Strong understanding of contribution types (pre tax, Roth, employer), loan structures, and participant level retirement data.
  • Advanced proficiency in Excel, including lookup functions, pivot tables, data validation, and error analysis.
  • Ability to independently manage competing priorities in a high volume, deadline driven environment.
  • Adaptability to shift with changing priorities without losing focus on quality
  • Quick product mastery to pick up new tools and platforms fast and can speak to them with confidence
  • Strong analytical mindset with high attention to detail and a systems thinking orientation.
  • 401(k) experience supporting plan conversions, asset transitions, loans, or trust reconciliation preferred.
  • Clear-headed problem solving — you diagnose issues at both individual and systemic levels and implement solutions that stick

Our cash compensation range for this role is $68,570/year to $84,000/year in Denver.  Additional locations will vary based on our geographical pay approach. Final offer amounts are determined by multiple factors, including candidate location, experience, and expertise, and may vary from the amounts listed above.


Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas. 

When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.


Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto. 

Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.

Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.

Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.

GoCompliance

Product Design Manager, Payroll

GustoDenver, CO - Hybrid; New York, New York, United States; San Francisco, CA - Hybrid
Full-timeNot specifiedAug 21, 2026

 


About Gusto

At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve.

 
All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.

 
AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.

About Design at Gusto:

Design at Gusto is made up of over 80 creative, collaborative people who care deeply about our mission to empower small businesses and their employees. We're a cross-functional group that is always looking for opportunities to build understanding and empathy for the people who use Gusto. We don't care much about swim lanes and though we care deeply about quality and craft, we are never precious about it. We work closely with cross-functional partners in Product, Engineering, Data, and Marketing to design, build, and ship experiences that make a real difference. We believe great design can make hard things possible, even delightful.

We are building an AI-native design organization — and we mean that seriously. We're looking for designers who are already working this way: using AI to prototype ideas quickly, shorten customer feedback loops, and ship quality UX directly to customers. This isn't a future aspiration — it's how we work now, and it's changing what the design role looks like at Gusto and across the industry.

About the Role:
For the hundreds of thousands of small businesses we serve, our mission starts with one of their most critical responsibilities: paying their team. Getting payroll right isn’t just a feature—it’s the foundation of trust with every business that relies on us.
As the Product Design Manager for Payroll, you'll lead design in this senior level position for one of Gusto's most complex and consequential product areas, shaping the future of a product that millions of people rely on for financial stability and personal prosperity. This is a high-impact, high-visibility role with broad scope. You'll manage a team of designers and set the UX direction for Payroll, partnering closely with Product, Engineering, Research, Data, Ops, Compliance, and others to take on payroll complexity so our customers don't have to.
 
Your work will include simplifying complex, reciprocal workflows, defining a long-term UX vision and rallying others around it, and leading automation and AI initiatives that make the work of paying a team disappear. You'll also mentor designers, set the quality and judgment standard for AI-assisted design work across the broader Design team, and contribute to platform standards that help others across Gusto build consistent, high-quality experiences.
 
About the Team:
Payroll is the foundation of Gusto and our most-used, most-loved product. It’s the first Gusto experience many customers interact with, and it continues to power their success as they grow. Payroll also underpins our broader ecosystem, enabling the adoption of Benefits, Time Tracking, HR tools, and so much more. Our team is tasked with evolving and scaling this core experience for small businesses of all sizes, from solo entrepreneurs to growing companies. We focus on taking on the complexity of payroll so our customers don’t have to—making payroll faster, more flexible, and increasingly hands off.
 
Here’s what you’ll do day-to-day:
  • Lead end-to-end design for Payroll — shaping experiences that help small businesses pay their teams correctly, on time, and with confidence.
  • Define and communicate the long-term UX vision for Payroll, and rally multiple teams around it.
  • Partner with Product, Engineering, Data, Ops and others to set strategy and roadmaps.
  • Lead product initiatives where AI and automation are central to the user experience, simplifying payroll and reducing manual work without compromising accuracy or trust.
  • Collaborate with Research and Data to uncover customer insights and translate them into clear, actionable UX priorities.
  • Influence product and technical roadmaps by advocating for design quality, customer needs, and long-term system health.
  • Set the quality and judgment standard for all design work — whether AI-assisted or not — including when to push further and when outputs meet the bar.
  • Define and scale shared patterns, principles, and standards that promote quality, consistency, and velocity.
  • Manage and grow a team of designers, providing mentorship, clear direction, and hands-on support across the team.
  • Champion the Payroll experience as the foundation of Gusto's broader People Platform, ensuring seamless integration across Benefits, Time & Attendance, and third-party tools.
Here’s what we're looking for:
  • 8–10+ years of product design experience, with at least 3 years leading and managing design teams.
  • Experience designing in complex domains i.e. financial products, healthcare, or similarly regulated environments.
  • Experience setting UX direction across multiple teams and influencing product strategy — not just executing on it.
  • Experience leading product initiatives where AI or automation is central to the user experience — including how to represent uncertainty, surface errors gracefully, and preserve user agency when automation gets it wrong, particularly in high-stakes contexts.
  • Demonstrated ability to assess AI-generated design directions: knowing when to use them, when to override them, and how to raise the quality bar on AI outputs.
  • Proven ability to drive alignment across cross-functional partners and represent design in high-stakes, strategic conversations.
  • Deep systems thinking, with a track record of turning interconnected, complex workflows into experiences that feel simple and intuitive.
  • Experience leading a team through an AI workflow transition — not just adopting AI personally, but changing how a team works, including establishing new norms and standards.
  • Clear, direct communication and storytelling skills, with the ability to explain design decisions and influence partners at all levels.
  • A genuine bond to Gusto's mission and the needs of small businesses.

Compensation Details:

At Gusto, we strive to provide rewards that empower employees to achieve their financial and personal goals. We offer competitive compensation packages with a strong emphasis on equity based compensation (ownership in Gusto). To learn more about Gusto’s compensation philosophy and benefits offerings please view our Total Rewards Approach page.

Our cash compensation range for this role is $172,000/yr to $215,000/yr in Denver & most remote locations, and $202,000/yr to $253,000/yr in San Francisco, Seattle & New York. Final offer amounts are determined by multiple factors, including candidate experience and expertise, and may vary from the amounts listed above.


Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas. 

When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.


Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto. 

Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.

Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.

Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.

Compliance

Customer Support Specialist, Payroll and Taxes

GustoPhoenix, AZ - Remote
Full-timeNot specifiedAug 21, 2026

 


About Gusto

At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve.

 
All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.

 
AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.

About the Role:

We’re seeking support specialists who are passionate about delivering an unparalleled customer experience to small business owners. In this role, you’ll guide customers through our Payroll and Taxes products, serving as their advocate to influence our internal product decisions and roadmap. You’ll tackle real challenges, providing exceptional service, while launching your career in the fast-paced tech industry and gaining experience that will benefit you throughout your career.

About Customer Care

As a Payroll Care Advocate, you'll be the go-to expert for our clients and employees, ensuring that their payroll needs are met with precision, efficiency, and a smile. You'll dive into the details, troubleshoot issues, and provide clear, concise guidance on everything from payroll processing to tax support. Your work will directly contribute to the financial well-being of our clients, making you an essential part of our success story.

Here’s what you’ll do day-to-day:

  • Champion Customer Success: You will provide exceptional customer service by interacting with small business owners to resolve inquiries via email, chat, and live phone shifts, the latter lasting up to 8 hours during periods of high inbound call volume. 
  • Stay Ahead of the Curve: You'll keep your finger on the pulse of our latest products and features, communicating updates to customers in a way that not only informs but delights.
  • Thrive in a Fast-Paced Environment: Adaptability is your superpower! You'll swiftly navigate changes and solve customer issues, all while keeping up with the fast pace of our dynamic work environment. 
  • Grow Your Skills: Expand your critical thinking and deepen your Payroll and Tax product knowledge to tackle increasingly complex customer inquiries and become a true expert. 
  • Collaborate and Innovate: Work closely with your fellow advocates and collaborate across the company to influence product development, ensuring our solutions meet the evolving needs of our customers.
  • Flex and Thrive: During our annual volume spikes from December through March, you'll step up to the challenge with flexibility, taking on additional weekend overtime and respecting blackout periods for PTO to deliver the best service possible.
  • Exemplary Service with a “Search First” Mentality: You approach every customer interaction with a solution-oriented mindset, leveraging your skills to deliver outstanding service.

Here’s what we're looking for:

  • Experience: A minimum of 1+ years in the payroll industry with a foundational understanding of taxes, compliance, filings, and wage laws across multiple states. At least 2 years in a customer-facing role, ideally within a contact center, accounting, payroll, taxes, or benefits environment.
  • Customer-focused: You excel at problem-solving and communication, always putting the customer first.
  • Detail-oriented: You have a keen eye for detail and a strong affinity for working with numbers.
  • Tech-Savvy: Proficient in GSuite and Mac. Familiarity with Salesforce, JIRA, and Slack is a bonus.
  • Collaborative Team Player: You thrive in a team environment and are eager to contribute to our dynamic and supportive work culture.
  • Proactive Self-Starter: You are a proactive problem solver with exceptional critical thinking skills, ready to take on a customer-focused role for at least 24 months.
  • Calm Under Pressure: You possess strong conflict resolution skills and flourish in a fast-paced, dynamic environment.
  • Dependable: Your references will confirm your reliability, with no patterns of attendance or tardiness issues.
  • Ethical: You uphold strong values and recognize that this role's challenges are opportunities to demonstrate integrity to our customers.
  • Excellent Communicator: You have a passion for writing and discussing technical concepts, can engage with a wide range of audiences, and understand the importance of listening to customers before delivering service

 


Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas. 

When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.


Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto. 

Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.

Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.

Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.

GoCompliance

Staff Software Engineer, Salesforce Developer

GustoDenver, CO - Hybrid; New York, New York, United States; San Francisco, CA - Hybrid
Full-timeNot specifiedAug 20, 2026

 


About Gusto

At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve.

 
All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.

 
AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.

About the Team:

You'll join the Application Engineering team, which supports the platforms we use to deliver exceptional Sales and CX interactions. Our platforms have tremendous scale, and the work we do here directly shapes how the rest of Gusto operates. We challenge the status quo, advocate for scalable technical solutions, and hold a high bar for what "great" looks like - while staying grounded in translating ambiguous requirements into real business value.

 

Here’s what you’ll do day-to-day:

  • Design, build, and maintain scalable Apex solutions on the Salesforce platform that support our Sales and CX teams
  • Use AI coding assistants (e.g., Claude Code or equivalent) throughout the development lifecycle to write, review, debug, and document code
  • Oversee ongoing improvements to deployed features and measure their impact
  • Apply Salesforce platform architecture and change/release management best practices, using sf cli for deployments
  • Write well-structured, easily maintainable, and well-documented code
  • Build, test, and debug reliable production systems at scale, ideally real-time, event-driven, or high-throughput
  • Contribute to codebases beyond Salesforce when the work calls for it

 

Here’s what we're looking for:

  • 6+ years of professional software engineering experience, including 4+ years developing on the Salesforce platform in Apex
  • Salesforce Platform Developer I and/or Application Architect certification(s)
  • Strong understanding of Salesforce platform architecture, with experience using the sf CLI and Salesforce change/release management best practices
  • Fluent, daily use of AI coding assistants (e.g., Claude Code or equivalent) across the development lifecycle — writing, reviewing, debugging, and documenting code — with strong judgment on when and how to apply them
  • Comfortable writing well-structured, maintainable, well-documented code, including in codebases outside of Salesforce (Ruby on Rails experience a plus)
  • Proven track record building, testing, and debugging reliable production systems at scale
  • Skilled at translating ambiguous requirements into business value and advocating for scalable technical solutions
  • Experience in regulated industries preferred

Please note that a two day travel to a Gusto office for onboarding is required for this position. If you have any questions regarding this requirement, please share with your recruiter.

Our cash compensation amount for this role is targeted at $163,000–$204,000 in Denver & most remote locations, and $197,000–$247,000 for San Francisco & New York. Stock equity is additional. Final offer amounts are determined by multiple factors including candidate experience and expertise and may vary from the amounts listed above.


Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas. 

When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.


Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto. 

Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.

Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.

Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.

RubyREST

401(k) Onboarding Advocate

GustoDenver, CO - Hybrid
Full-timeNot specifiedAug 20, 2026

 


About Gusto

At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve.

 
All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.

 
AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.

About the Role: 

 

We are seeking a dedicated 401(k) Onboarding Advocate to join our team as we expand our 401(k) automation program, which transitioned from pilot to full launch in 2024. Your role will be pivotal in helping employers seamlessly integrate their existing 401(k) plans onto the Gusto Platform. As a key team member, you will enhance the onboarding experience by guiding customers through a complex process, ensuring timely communication, and maintaining smooth operations. Your expertise will help alleviate concerns, answer questions, and provide exceptional service to all onboarded customers.

 

About the Team:

The 401(k) onboarding team is committed to improving the 401(k) experience for small business owners, their employees, and our 401(k) partners through innovative technology and outstanding service.

 

As an AI-native company, we don't just use technology—it’s the backbone of how we work. We expect all team members to demonstrate digital fluency and a proactive approach to leveraging AI tooling to enhance accuracy, speed, and communication. At Gusto, every team member contributes to a significant daily impact on the lives of those we serve. If you take pride in getting the details right and helping customers get the coverage they deserve, this role is for you.

 

Here’s what you’ll do day-to-day: 

  • Drive consultative outreach to keep customer onboarding on track: Guide customers through the 401(k) automation onboarding process, ensuring clear communication with 401(k) providers and serving as their advocate post-launch.
  • Be a real partner to your customers. You're not afraid to pick up the phone, and whether it's a call, an email, or a screen share, you're accessible, responsive, and clear. Customers should feel like they have someone in their corner.
  • Project management: As the owner of the onboarding journey, you anticipate roadblocks and work with relevant partners, both internal and external, to ensure a smooth and accurate integration of our customer’s 401(k). You support the development of efficient processes and create resources to enhance the customer experience, identifying and resolving unexpected issues as they arise.
  • Eligibility & Compliance: Qualify interested customers to ensure they are a good fit for the 401(k) automation feature.
  • End to end process: You own the entire onboarding journey: confirm plan eligibility and requirements, gather the necessary provider and plan details, build and test the plan in Pay(k)onnect, and confirm accuracy before go-live — all while keeping customers informed and engaged every step of the way.

 

Here’s what we’re looking for:

  • Professional Experience: at least 3 years of professional work experience, ideally within the retirement, payroll or financial services industry, or a fast-paced startup environment, where anticipating customers’ needs and delivering a great customer experience is a central part of the role.
  • Curious about technology. AI tools and automation are part of how this team works. You don't need to be an expert, but you should be excited to learn and use tools like Glean, Gemini, and other LLM-based AI tools.
  • Data-Driven Mindset: Proven success in metrics-based roles where data accuracy and hitting KPIs are central to customer success.
  • Account management: Strong background in high-volume book of business under tight deadlines and seasonal peaks.
  • Communication & Collaboration: Excellent customer communication skills with experience managing professional interactions with external company partners (401(k) providers) as well as customers.
  • Adaptability: A skilled problem-solver who is comfortable navigating ambiguity and can pivot quickly in a dynamic operational setting.
  • Self-Directed Execution: Highly self-motivated and capable of working both autonomously and collaboratively to meet individual and team goals.

Our cash compensation range for this role is $23.50 - 26.44 / hour in Denver.  Additional locations will vary based on our geographical pay approach. Final offer amounts are determined by multiple factors, including candidate location, experience, and expertise, and may vary from the amounts listed above.


Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas. 

When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.


Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto. 

Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.

Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.

Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.

GoCompliance

Participant Support Specialist

GustoDenver, CO - Hybrid
Full-timeNot specifiedAug 20, 2026

 


About Gusto

At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve.

 
All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.

 
AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.

About the Role:

We’re looking for someone who thrives on complexity, leads with empathy, and is energized by solving real problems for real people. In this Tier 2 role, you’ll handle in-depth technical and educational inquiries from 401(k) participants and IRA owners, acting as the go-to resource for escalated issues across email and phone. You’ll also collaborate closely with Product, Engineering, Operations, and Legal to surface trends, close gaps, and continuously improve the participant experience.

If you’re naturally curious, calm under pressure, and genuinely motivated by helping people navigate their financial futures, this role is for you.

 

About the Team:

At Gusto Retirement, customer care isn’t a support function — it’s a competitive advantage. Our Participant Support team is on the front lines of the 401(k) experience, serving as trusted advocates for the employees who depend on us most.

 

Here’s what you’ll do day-to-day:

  • Deliver exceptional Tier 2 support. Serve as the in-depth resource for complex participant inquiries — going above and beyond via phone and email to resolve issues and build lasting trust.
  • Own the participant lifecycle. Be the go-to expert for the full participant experience at Gusto Retirement, with a focus on escalated and sensitive cases.
  • Manage your queue with intention. Balance inbound phone and email support, prioritizing by urgency while consistently hitting quality benchmarks — CSAT, response time, and resolution rate.
  • Collaborate cross-functionally. Partner with Sales, Engineering, Operations, and Legal to troubleshoot complex issues and deliver the best possible outcomes for participants.
  • Identify and surface trends. Spot patterns in participant feedback, flag gaps, and share actionable insights with internal teams to drive product and process improvements.
  • Navigate tools with confidence. Manage multiple platforms simultaneously — Notion, Jira, Salesforce, and Slack — while handling sensitive information with the utmost care.
  • Handle sensitive conversations with care. Bring empathy and active listening to difficult situations, finding paths to resolution that reflect Gusto’s values.
  • Report to the Customer Support Manager.

 

Here’s what we're looking for:

  • 2+ years of experience in customer care, customer success, relationship management, or FinTech
  • Experience in Benefits, 401(k), Payroll, or HR Tech is a plus
  • Results-driven with strong phone, listening, and writing skills — you’re a clear, confident communicator across every channel
  • Composure under pressure — you can multitask, reprioritize on the fly, and stay grounded when volume is high or situations are complex
  • Adaptability — you pick up new technologies quickly, assess situations with good judgment, and always look for smarter ways to get things done
  • Creative and analytical problem-solving skills — you dig into issues and find the best path forward even in ambiguous situations
  • Strong prioritization and organization — you manage competing demands without dropping the ball
  • Voice of the customer instincts — you proactively identify feedback patterns and translate them into improvements
  • Technical proficiency — experienced with CX platforms and CRMs such as Salesforce, Jira, Zendesk, or similar tools
  • Drive and ownership — you don’t close a case until the participant is genuinely supported and satisfied
  • BA/BS degree

Our cash compensation range for this role is $23.50/hr—26.44/hr in Denver and most locations. Additional locations will vary based on our geographical pay approach. Final offer amounts are determined by multiple factors, including candidate location, experience, and expertise, and may vary from the amounts listed above.


Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas. 

When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.


Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto. 

Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.

Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.

Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.

Relationship Manager, CX

GustoChicago, IL - Remote; Denver, CO - Hybrid
Full-timeNot specifiedAug 20, 2026

 


About Gusto

At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve.

 
All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.

 
AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.

About the Role:

We're looking for a natural client champion who thrives on building relationships, solving complex problems, and finding creative ways to help plan sponsors succeed. As a Client Relationship Manager, you'll own inbound Tier 2 work, lead proactive B2B outreach, and partner closely with cross-functional teams to ensure every customer interaction is seamless and exceptional. You'll also serve as a critical feedback loop — helping Product, Engineering, and Operations understand how customers use our platform and where we can improve.

If you're enthusiastic, solutions-oriented, and energized by a complex and fast-paced environment, this role is for you.

About the Team:

At Gusto 401(k), customer care isn't just a support function — it's central to everything we do. Our Client Relationship Management team goes beyond traditional service: we're consultative advocates who take ownership of the customer experience from start to finish.

Here’s what you’ll do day-to-day:

  • Be the expert. Act as the primary point of contact for B2B/SMB customers, consulting on complex plan inquiries via email and phone. Own your cases end-to-end and set the bar for what great service looks like.
  • Drive retention. Proactively identify at-risk customers and implement tailored save strategies — whether through pricing flexibility, service improvements, or product enhancements.
  • Collaborate cross-functionally. Partner with Sales, Product, Engineering, and Operations to troubleshoot issues and advocate for customers across the organization.
  • Be the voice of the customer. Translate customer feedback into clear, actionable insights that fuel product and process improvements.
  • Educate and empower. Provide customers with the training and resources they need to get the most out of our platform.
  • Work with data. Derive insights from client data to proactively address issues, inform decisions, and drive better outcomes for customers and the business.
  • Resolve issues efficiently. Triage, troubleshoot, and escalate technical bugs with clear documentation so our Engineering team can act quickly.
  • Maintain accurate records. Keep customer interaction records up to date to ensure consistency and alignment with team KPIs.
  • Think holistically. Dig into root causes, develop effective solutions, and consider downstream impacts — especially for plan-level changes.
  • Leverage AI. Use AI tools to work more efficiently and deliver smarter, faster solutions for customers and teammates alike

 

Here’s what we're looking for:

  • 3+ years of experience in customer service or contact center environments, preferably in B2B SaaS
  • 3+ years in a full-time customer support or customer care role, preferably managing customer relationships; retirement experience strongly preferred
  • Composure under pressure — you keep customer satisfaction and performance high even during the busiest periods
  • Adaptability — you shift with changing priorities without losing focus on quality
  • Analytical thinking — you're comfortable working with data, identifying trends, and using insights to drive decisions
  • Clear-headed problem solving — you diagnose issues at both individual and systemic levels and implement solutions that stick
  • Cross-functional influence — you can work across teams and bring stakeholders along with you
  • Customer-first mindset —You keep the customer experience at the forefront of every decision, delivering exceptional, human-centered customer experiences, with a passion for resolving issues in a way that builds loyalty and trust
  • Excellent communication — clear, empathetic, and effective with customers and colleagues alike
  • Sound judgment — you weigh the downstream impact of a decision before making it, balancing customer needs against business risk to make the right call, even when there's no SOP to guide you
  • Strong organization — you manage high volumes, competing priorities, and tight timelines without dropping the ball
  • Retention focus — you think strategically about how to keep customers happy and loyal
  • Quick product mastery — you pick up new tools and platforms fast and can speak to them with confidence
  • Tech proficiency — comfortable with Google Workspace, support platforms (Zendesk, Intercom, Gong, Jira), and CRMs.  Comfortable with leveraging AI to drive efficiency.
  • Professional integrity — you maintain a high standard of professional and respectful communication with teammates across all channels, including in office and via Slack, ensuring a positive and productive shared environment.

Our cash compensation range for this role is $68,570 - $84,000 / year in Chicago and Denver.  Additional locations will vary based on our geographical pay approach. Final offer amounts are determined by multiple factors, including candidate location, experience, and expertise, and may vary from the amounts listed above.


Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas. 

When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.


Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto. 

Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.

Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.

Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.

Account Coordinator (Retirement Sponsor Support)

GustoDenver, CO - Hybrid
Full-timeNot specifiedAug 20, 2026

 


About Gusto

At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve.

 
All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.

 
AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.

About the Role:

We're looking for someone who genuinely enjoys connecting with people, navigating complexity, and solving problems in real time. In this role, you'll be the first point of contact for plan sponsors and employers reaching out by phone and email bringing warmth, clarity, and solutions to every interaction. You'll also work closely with Product, Engineering, and Sales to flag trends, improve the customer experience, and help shape the product from the front lines.

If you're calm under pressure, quick on your feet, and motivated by making a real difference in people's financial futures, this role is for you.

About the Team:

At Gusto 401(k), customer care isn't a support function - it's a competitive advantage. Our Account Coordinator team goes beyond traditional service, acting as true advocates for our customers and the businesses that rely on us.

 

Here’s what you’ll do day-to-day:

  • Deliver exceptional service. Be the first voice and face of Gusto 401(k) for B2B customers, going above and beyond via phone and email to resolve issues and build trust.
  • Manage your queue with intention. Balance inbound phone support and email, prioritizing based on urgency while consistently hitting benchmarks for quality CSAT scores, average response time, and time to first response.
  • Collaborate cross-functionally. Partner with Product, Engineering, and Sales to troubleshoot issues and deliver the best possible outcomes for customers.
  • Identify and surface trends. Spot patterns early and share actionable insights with internal teams to drive product and process improvements.
  • Navigate tools with confidence. Manage multiple platforms simultaneously — Talkdesk, Salesforce, Slack, Google Suite, Confluence, and Jira — while handling sensitive information with care.
  • Escalate strategically. Know when to escalate complex issues, and see them through to resolution without losing sight of the customer experience.
  • Handle sensitive conversations with care. Bring empathy and active listening to emotionally charged situations, finding paths to resolution that reflect Gusto's values.
  • Leverage AI. Use AI tools to work more efficiently and deliver smarter, faster solutions for customers and teammates alik

 

Here’s what we're looking for:

  • 2+ years of customer service or contact center experience, preferably in B2B SaaS
  • 2+ years delivering outstanding customer experiences via phone and email — experience in Payroll, Employee Benefits, or HR Tech is a plus
  • Team-first attitude — you collaborate openly, support your colleagues, and show up as a key contributor to team wins
  • Drive and ownership — you're self-directed, resourceful, and don't close a case until the customer is genuinely satisfied
  • Problem-solving mindset — you dig into issues, think critically, and find the best path forward even in ambiguous situations
  • Composure under pressure — you can multitask, reprioritize on the fly, and stay grounded when things move fast
  • Adaptability — you pivot quickly when priorities shift and thrive in dynamic, evolving environments
  • Clear, confident communication — you're a trusted advisor to customers, delivering consistent support across phone and email
  • Curiosity about financial services — you stay current on industry trends and connect the dots between what customers need and what's changing in the space
  • Technical proficiency — experienced with CX platforms like Salesforce, Zendesk, Intercom, Freshdesk, or similar tools
  • Voice of the customer instincts — you proactively identify feedback patterns and translate them into improvements for internal processes and customer-facing platforms
  • Professional integrity — you maintain a high standard of professional and respectful communication with teammates across all channels, including in office and via Slack, ensuring a positive and productive shared environment.

Our cash compensation range for this role is $21.80/hr—24.52/hr in Phoenix and most locations. Additional locations will vary based on our geographical pay approach. Final offer amounts are determined by multiple factors, including candidate location, experience, and expertise, and may vary from the amounts listed above.


Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas. 

When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.


Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto. 

Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.

Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.

Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.

Head of Engineering, AI Platform

GustoSan Francisco, CA - Hybrid
Full-timeNot specifiedAug 19, 2026

 


About Gusto

At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve.

 
All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.

 
AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.

at Gusto

San Francisco, CA

About Gusto

At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve.

All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.

AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.

About the Role:

Gusto is building AI agents that help small business owners get work done, whether by working alongside them or by automating their work entirely. AI Platform is the group that builds those agents and the underlying platform they run on, which other teams across Gusto also use to build agents of their own.

We're looking for someone to lead the whole group: an organization of around 25 engineers, together with the managers who run each area. The platform is already in production and running a growing number of agents, so much of the work now is scaling it. That means helping the teams settle into their charters, working out what the shared platform should own versus what product teams build for themselves, and keeping the group's direction aligned with Gusto's broader AI strategy. There is considerable room for the group to grow from here.

About the Team:

AI Platform builds Gusto's agents and the platform they run on, along with the AI features customers use directly. One team owns the shared layer: it connects Gusto's products to the models, runs multi-step agent workflows reliably, and provides the model gateway, the tool and MCP registry, and the evaluation and observability tooling, so that any team can build an agent without recreating the same groundwork each time. It is built on LangGraph and the Vercel AI SDK. The other teams build the customer-facing agents on top of that platform, some working directly with customers and others running in the background to automate work on their behalf.

It's already a highly cross-functional group, with product managers, designers, and data scientists working as part of the team alongside the engineers. It partners with product and AI/ML science teams across the rest of Gusto, and reports to the Head of Engineering, Core Experiences.

Here's what you'll do day-to-day:

  • You'll lead the group's technical strategy for building agents that assist and automate work for small business owners, and ensuring they're built on a platform other teams at Gusto can use.
  • Set the technical direction and roadmap for the group, including the ongoing question of what the shared platform should own and what product teams build for themselves as more of the company comes to rely on it.
  • Lead and empower the managers and tech leads in the group, supporting those already in place, hiring ahead of the group's growth, and building strong leadership for each of the teams as they take shape.
  • Set the engineering standards for how agents behave, treating prompts, tools, and policies as production code and owning the evaluation and guardrail approach that keeps these non-deterministic systems reliable and cost-aware.
  • Work closely with the product and data science partners in the group, and with the teams across Gusto that build on the platform, so that it meets their needs and becomes the way teams build agents across the company.
  • Represent AI engineering to senior leadership, and keep the group's work connected to Gusto's broader AI strategy.
  • Champion AI-native ways of working, and build a team that engineers and managers want to be part of and grow in.

Here's what we're looking for:

  • 12+ years in engineering, including at least 5 leading through other managers and tech leads. You've grown other leaders and empowered them to run their teams.
  • A track record of shipping AI or agent products that people rely on, with clear ownership of the engineering behind them. You understand how these systems work in depth: LLM agents, orchestration, tool calling, RAG, and the evaluation and monitoring that keep them dependable.
  • The ability to set technical strategy across several teams and see it through, including aligning teams you don't directly manage around shared outcomes.
  • Enough technical depth to engage senior engineers on a difficult architecture decision, without needing to write the code yourself.
  • Experience growing an engineering organization, ideally somewhere that was still finding its shape.
  • You treat reliability, evaluation, and guardrails as core engineering work rather than a step left to the end.
  • Comfort leading a cross-functional group, working closely with product managers, designers, and data scientists as much as with engineers.
  • You develop and empower other leaders, communicate clearly with technical and non-technical audiences, and work well across many teams.


It's a plus if you've worked across both platform and product engineering, built with a framework like LangGraph or the Vercel AI SDK, or have led in fintech or another regulated environment.

Our cash compensation amount for this role is targeted at $274,000 to $305,000 in Denver and most remote locations, and $321,000 to $356,000 for San Francisco, New York, and Seattle. Annual cash incentives and Stock equity is additional. Final offer amounts are determined by multiple factors including candidate experience, level, and expertise and may vary from the amounts listed above.

Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas.

When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required.

Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto.

Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.

Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.

#LI-Hybrid


Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas. 

When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.


Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto. 

Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.

Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.

Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.

RESTData Science

People Partner - Product and Product Design

GustoSan Francisco, CA - Hybrid
Full-timeNot specifiedAug 19, 2026

 


About Gusto

At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve.

 
All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.

 
AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.

About the Role:

We're looking for a high-ownership People Business Partner to support our Product and Design organizations at Gusto. This role serves as a trusted partner to leaders across some of our most cross-functional, fast-moving teams at Gusto. This role blends high-trust business partnership with hands-on execution. You'll partner with leaders through organizational changes, drive core People programs and operating rhythms, and act as the connective tissue between Product & Design and the broader People team. The leaders you'll support have strong points of view and deep context - you add value by stress-testing their thinking, then making it happen. The ideal candidate is equally comfortable analyzing data to surface a team health trend, running a clean reorg end-to-end, and building a lightweight process that makes a program actually land. This role is designed for someone who operates with high ownership, has a strong bias toward action, and earns trust with follow-through, not slide decks. We're in an active build phase - this role requires someone who arrives ready to construct, not inherit.

 

About the Team:

Gusto's People team is growing and scaling with the company! As our business scales and becomes more complex, and as we add hundreds of new Gusties each year, we need to ensure that our strategies for engagement with our employees are positive, engaging, values-driven and compliant.

 

Here’s what you’ll do day-to-day:

  • Build trusted partnerships with Product Management and Product Design leaders - understanding what's happening in their teams, surfacing friction early, and navigating performance management, promotions, leveling, and employee relations matters with good judgment.
  • Synthesize People data - engagement survey, performance cycles, attrition signals, headcount trends - into clear, actionable reads for Product and Design leaders before they have to ask.
  • Support and operationalize core talent programs including performance cycles, calibration discussions, promotion processes, and manager enablement.
  • Reinforce high performance standards, accountability, and clarity around expectations, feedback, and growth across Product Management and Product Design.
  • Serve as the liaison between Product & Design and Gusto's broader People team (Talent Acquisition, Total Rewards, L&D, People Ops), translating company-wide programs into what they mean for product and design orgs - and surfacing that context back to the center.
  • When org changes are decided, own end-to-end execution - transition planning, communication sequencing, Workday updates, leader enablement, and follow-through until nothing is left unresolved.  

 

Here’s what we're looking for:

  • Relevant Experience: 10+ years of HRBP or People Partner experience, with meaningful time supporting Product Management, Product Design, or similar cross-functional product organizations in a high-growth tech company. Track record of executing complex People initiatives end-to-end - org changes, performance cycles, talent calibrations - owning the process and outcome, not just the advisory role.
  • High-Ownership Executor: Blends high-trust business partnership with hands-on execution - earns credibility through follow-through, not decks, and owns the details, dependencies, and timeline without being pushed.
  • Program Partner and COE Integrator: Acts as the connective tissue between Product Management, Product Design, and the wider People team, staying accountable for outcomes while pulling in the right COE capability - and builds those relationships proactively.
  • Builder & AI-Native: Builds lightweight, scalable People processes and reaches for AI to do it, without waiting for a perfect framework. Knows when to iterate on what AI gives them and when to keep the human in the loop.
  • High Judgment, Low Bureaucracy: Applies People principles without creating unnecessary process - assesses risk and nuance quickly, and knows when a situation needs a scalable solution versus a good answer now.
  • Comfortable Navigating Ambiguity and Driving Transformation: Operates effectively without perfect information, brings structure to complexity, and leads through change - ideally at Gusto-scale or larger.
  • Comfortable in the Data: Willing to dig into survey results, performance or attrition cuts, or comp tools - bringing a clear read to a leader conversation rather than a referral.

Our cash compensation amount for this role is between $154,405 - $189,989/year in Denver, between $181,275 - $223,573/year for New York/San Francisco. Final offer amounts are determined by multiple factors including candidate location, experience and expertise and may vary from the amounts listed above.


Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas. 

When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.


Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto. 

Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.

Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.

Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.

Product Management

Staff Software Engineer, Business Insurance

GustoNew York, New York, United States
Full-timeNot specifiedAug 18, 2026

 


About Gusto

At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve.

 
All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.

 
AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.

About the Role:

You'll be part of the team building the next generation of the business insurance purchase experience at Gusto. This role is built for someone who wants to be part of a fast-growing team and build products that customers like to use. You'll take projects from design through implementation to launch, working closely with a good size team to ship AI-powered features that simplify and modernize how businesses discover, evaluate, and purchase insurance. If you're excited about joining a team early in its growth, executing reliably on shipping products rapidly, and learning by building alongside experienced engineers, you'll thrive here.

About the Team:

Business Insurance is one of Gusto's fastest-growing areas. We own the end-to-end business insurance experience — both on and off the Gusto platform — spanning the sale and servicing of P&C insurance products such as Workers' Compensation and General Liability, as well as PEO. The domain is inherently complex, and that complexity creates real opportunity: to rethink how small business owners experience insurance through innovative AI and thoughtful system design, moving the industry beyond its traditional constraints and delivering something meaningfully better for our customers.

Here’s what you’ll do day-to-day:

  • Design, build, and test core Business Insurance products that are reliable and scalable
  • Design and implement innovative AI-powered Business Insurance experiences
  • Iterate quickly based on feedback and metrics once features are live.
  • Partner with product, design and XF partners to refine ideas, shape scope, and iterate quickly on end-to-end experiences.
  • Mentor and develop engineers on your team. Track record of elevating team capabilities through pairing, code review, and knowledge sharing.

Here’s what we're looking for:

  • 8+ years of software development experience, 2+ years of doing customer facing products at scale. 
  • AI-native mindset with AI tools naturally embedded in your daily workflow.
  • Impact-driven with proven end-to-end multi-quarter projects delivery experience, from initial scoping and planning through execution, stakeholder management, and successful launch.
  • Genuine excitement about joining a fast-growing and high velocity team.
  • Natural aptitude for bringing clarity and simplicity to complex, ambiguous problems.
  • Strong documentation and communication skills, with the ability to clearly articulate technical tradeoffs and align solutions with business needs across both technical and non-technical audiences.
  • Strong Platform and Application Engineering experience (e.g., services, APIs, data flows, observability)
  • Strong hands-on experience building, deploying and evaluating AI solutions in production environments is a plus
  • Experience with Ruby on Rails and Python is a plus.

Please note that a two day travel to a Gusto office for onboarding is required for this position. If you have any questions regarding this requirement, please share with your recruiter.

Our cash compensation amount for this role is targeted at $163,000–$204,000 in Denver & most remote locations, and $197,000–$247,000 for San Francisco & New York. Stock equity is additional. Final offer amounts are determined by multiple factors including candidate experience and expertise and may vary from the amounts listed above.


Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas. 

When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.


Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto. 

Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.

Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.

Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.

PythonRuby

Expansion Account Manager Leader

GustoAtlanta, GA - Remote; Denver, CO - Hybrid; Phoenix, AZ - Remote
Full-timeNot specifiedAug 18, 2026

 


About Gusto

At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve.

 
All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.

 
AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.

About the Role

As the Leader of Account Management, you'll manage a team of 12+ Account Managers who own the full customer lifecycle post-sale, from value based selling through to activation and adoption. The measure of success in this role is Net Dollar Retention: durable expansion revenue, value realization and retention. This is a people-leadership role first — you'll coach your team toward AI-native ways of working, not just AI-aware, and hold a genuinely high performance bar for a team built to own outcomes end to end.

About the Team

The Account Management team helps small businesses get real value out of Gusto's products. Each team understands their entire book of business and anticipates their needs, identifies growth opportunities as they occur, builds and develops pipeline and positions the right solution for each customer. From there they drive activation and adoption leading to customer value realization and retention. You'll join a peer group of experienced leaders and should expect your team's size and scope to grow over time as we continue investing in this team.

Here's what you'll do day-to-day:

Leadership & Team Performance

  • Lead and develop a high-performing Account Management team, holding a high bar for both value based selling, revenue results and coaching quality.
  • Run a weekly cadence of forecast calls, pipeline review, and activity coaching (dials, connects, and other lead indicators) that ties directly to revenue outcomes.
  • Drive goal setting, sales strategy, and hands-on coaching to exceed expansion and retention targets.
  • Set and drive team-level AI adoption goals; model AI-fluent workflows for your team.

Revenue Growth & Full-Lifecycle Ownership

  • Build and manage a proactive outbound motion that drives expansion revenue across your team's book.
  • Ensure your team stays engaged post-sale, driving product activation, adoption, and utilization to convert expansion into durable retention.
  • Optimize sales processes and KPIs across the full funnel, from expansion to retention.

Operational Excellence & Strategic Execution

  • Leverage customer and usage data to refine segmentation, targeting, and account strategy.
  • Know your numbers: report pipeline, forecast, and performance data up to the business clearly and regularly.
  • Implement tools and workflows, including AI, to boost team productivity and efficiency, with quality.

Here's what we're looking for:

  • 5+ years leading high-performing SaaS/tech Account Management or Sales teams, with a track record of driving expansion revenue, retention, and quota attainment.
  • Proven ability to own the full customer lifecycle — from outbound prospecting and value based - consultative selling through post-sale activation and adoption strategies that drive measurable retention.
  • Expertise in value based selling, sales coaching, pipeline management and forecasting. 
  • Comfortable holding a consistent high performance bar.
  • Strong business acumen — able to produce pipeline, forecasting, and performance data and use it to coach a team and report clearly to leadership.
  • Thrives in fast-paced, high-growth environments with strong change management skills. 
  • Excellent cross-functional communication and influence abilities.
  • Proven, day-to-day experience integrating AI into how you work and lead. Track record of driving AI adoption and fluency within a team. 

Our cash compensation range for this role is $144,000 to $220,000 OTE in Denver & Atlanta. $127,000 to $213,000 OTE for Phoenix. Final offer amounts are determined by multiple factors including candidate location, experience and expertise and may vary from the amounts listed above.


Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas. 

When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.


Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto. 

Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.

Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.

Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.

Security Engineer - Cloud and Network Security

GustoSan Francisco, CA - Hybrid
Full-timeNot specifiedAug 17, 2026

 


About Gusto

At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve.

 
All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.

 
AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.

About the Role:

We're looking for a Security Engineer to lead Gusto's edge and network security strategy, owning the design and operation of our Cloudflare WAF, DDoS protection, Zero Trust, and broader perimeter controls. The ideal candidate brings deep, hands-on Cloudflare expertise and a proven track record of hardening edge and network architectures at scale, including tuning WAF rulesets, defending through live DDoS events, and shipping Zero Trust rollouts engineers actually adopt. You think in terms of layered defense, measurable risk reduction, and automation over manual toil. In this role, you'll serve as a force multiplier across the security org, partnering with infrastructure and product teams to make high-impact architectural decisions that compound over time.

About the Team:

The Gusto's Enterprise Security Engineering team, a small but high-leverage group responsible for cloud security posture, edge and network defense, container security, secrets management, and endpoint protection across the company. The team runs a modern stack including Cloudflare, Wiz, CrowdStrike, Panther, and Tines, scaling impact through automation, IaC, and AI-augmented tooling. The work carries real stakes, protecting the payroll, benefits, and HR systems that hundreds of thousands of small businesses and their employees rely on every day. The team is engineering-first, with most of the roadmap living in code and a strong emphasis on partnering with infrastructure and product teams rather than gatekeeping them.

Here’s what you’ll do day-to-day:

  • Design and operate Gusto's edge security stack including Cloudflare WAF, DDoS protection, Bot Management, WARP, Gateway, and Access, tuning rules against real traffic and shaping how engineers and operations teams reach internal systems securely.
  • Own the network security perimeter across AWS and the edge: VPC design, Network Firewall, Shield, CloudFront, NACLs, and egress filtering, all codified in Terraform and Crossplane, observable, and consistently enforced.
  • Develop policy-as-code patterns for WAF rules, network policies, and edge configuration so changes ship through pull requests with review, testing, and clean rollback paths.
  • Build detections and alerting on edge and network telemetry including Cloudflare logs, VPC Flow Logs, and CloudTrail flowing into Panther, and lead incident response for perimeter and network events.
  • Contribute broadly across the security engineering surface including cloud posture, container security, IAM, vulnerability management, and on-call, bringing a strong generalist instinct to wherever the work is most critical.
  • Operate as an AI-native engineer, using Claude Code, MCP-driven tooling, and agentic workflows as a daily force multiplier across investigation, automation, and detection engineering.
  • Prototype and ship agents, custom MCP servers, and LLM-assisted automations that compress security work from days to minutes and raise the bar for what one engineer can own.

Here’s what we're looking for:

  • 10+ years of hands-on security engineering experience, with significant time owning edge, network, or perimeter security at scale.
  • Deep, production-grade expertise with Cloudflare's security stack including WAF, DDoS, Bot Management, WARP, Gateway, and Access, covering rule tuning, incident response, and Zero Trust rollouts.
  • Strong network architecture skills across edge and cloud: TLS/mTLS, segmentation, egress controls, DDoS resilience, and AWS networking including VPC, Network Firewall, Shield, CloudFront, and NACLs.
  • Fluency with policy-as-code, Terraform, and CI/CD-first delivery of security controls; Crossplane or similar a plus.
  • Solid generalist foundation across cloud security, IAM, container security, and detection engineering, with hands-on incident response experience on edge and network telemetry in a modern SIEM.
  • AI-native working style with daily use of Claude Code or equivalent agentic tooling, and a track record of building AI-assisted workflows including custom MCP servers, agents, and LLM automations that compound team output.
  • Excellent written and verbal communication; you can take a complex perimeter decision and explain the tradeoffs to a staff engineer, a PM, and a VP without changing the substance.
  • Relevant certifications a plus including AWS Certified Advanced Networking Specialty, AWS Certified Security Specialty, Cloudflare Certified Security Associate/Professional, CKS, or equivalent.

Our cash compensation amount for this role is targeted at $210,000/yr to $230,000/yr in Denver & most remote locations, $230,000/yr to $270,000/yr for San Francisco, New York & Seattle. Stock equity is additional. Final offer amounts are determined by multiple factors including candidate experience and expertise and may vary from the amounts listed above.


Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas. 

When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.


Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto. 

Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.

Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.

Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.

AWSTerraformCI/CD

Software Engineer, AI Developer Tools

GustoSan Francisco, CA - Hybrid
Full-timeNot specifiedAug 17, 2026

 


About Gusto

At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve.

 
All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.

 
AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.

About the Role:

As a Staff Engineer on the Developer Productivity - AI Developer Tools team, you will be the architectural anchor shaping the AI platform that accelerates engineering across Gusto. You will redefine how our entire engineering organization builds, tests, and ships software by architecting a highly secure, context-aware, "AI-native" development lifecycle.

Your mission is to eliminate developer friction through AI tools, multi-agent systems, and intelligent automation. Whether you are building bespoke internal coding assistants, automating sprawling codebase refactors, or deploying AI to self-heal CI/CD pipelines, your work will directly multiply the velocity of hundreds of builders. Help us drive developer productivity by building the next generation of AI tools.

About the Team:

The AI Developer Tools team is a specialized team within Developer Productivity. We believe AI is the next great leap in software craftsmanship. Our goal is to provide every builder at Gusto with a suite of "superpowers" tools that deeply understand our codebase and absorb operational toil so engineers can focus on creative problem-solving. We treat our fellow engineers as our primary customers, prioritizing developer experiences that are not just powerful, but absolutely delightful to use.

Here’s what you’ll do day-to-day:

  • Architect AI Core Infrastructure: Design, scale, and maintain the internal platform and APIs that integrate LLMs into the developer workflow, with a heavy focus on autonomous agents, custom retrieval-augmented generation (RAG), and smart context-delivery systems.
  • Drive Technical Leadership & Vision: Establish engineering best practices for building with AI at Gusto, including robust evaluation frameworks (evals), guardrails for code safety, and strategies for optimizing model latency and token spend.
  • Collaborate & Evangelize: Partner closely with product engineering teams to uncover systemic friction points, and collaborate with core Infrastructure and Security teams to ensure all AI tooling is scalable, compliant, and secure.
  • Optimize Feedback Loops: Identify and eliminate critical bottlenecks in the local-to-production lifecycle at scale across Gusto.
  • Maintain Enterprise Reliability: Treat AI infrastructure with production-grade rigor. Monitor system health, diagnose complex integration or networking issues, and mitigate model drift or downtime.

Here’s what we're looking for:

  • 8+ Years of Systems Expertise: You are a seasoned engineer who is highly comfortable navigating massive, complex codebases and delivering production-grade, distributed software.
  • Production AI Experience: You have a proven track record of moving AI beyond prototypes. You possess a deep understanding of prompt engineering, fine-tuning, RAG architectures, and orchestrating multi-agent workflows.
  • Developer-First Mindset: You are passionate about Developer Experience and Productivity. You intuitively understand what makes an internal tool frictionless, fast, and empowering for other engineers.
  • Strategic Execution: You don't just build wrappers; you think deeply about data privacy, security, cost management, and systemic reliability when deploying AI solutions.
  • Exceptional Communication: You can seamlessly translate bleeding-edge AI capabilities into clear, actionable infrastructure strategies, mentoring junior engineers and aligning cross-functional stakeholders along the way.
  • Working as a Team: You work across team boundaries and bring other teams and groups along with you towards our strategic vision.

Our cash compensation amount for this role is targeted at $180,000/yr to $200,000/yr in Denver & most remote locations, $220,000/yr to $245,000/yr for San Francisco, New York & Seattle. Stock equity is additional. Final offer amounts are determined by multiple factors including candidate experience and expertise and may vary from the amounts listed above.


Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas. 

When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.


Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto. 

Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.

Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.

Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.

CI/CD

Senior Data Engineer

GustoDenver, CO - Hybrid; New York, New York, United States; San Francisco, CA - Hybrid
Full-timeNot specifiedAug 14, 2026

 


About Gusto

At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve.

 
All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.

 
AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.

The Data Engineering team builds tools and systems that make Gusto's data consistent, user-friendly, and helpful. This helps our teams make decisions using data and provide intelligent, customized experiences to our customers.

We're looking for a Senior Data Engineer who can take loosely defined problems and drive them end-to-end—from framing the problem and aligning stakeholders to designing, building, and delivering durable data solutions. You’ll partner closely with analytics, product, and engineering teams to deliver data solutions that drive real business and customer impact.

Preferred Qualifications

  • 8-10+ years of industry experience in data engineering building scalable data pipelines and data products
  • Strong proficiency in SQL and at least one programming language (e.g., Python, Scala, or Java)
  • Proven experience building and maintaining robust data pipelines and ETL workflows, with hands-on dbt experience for reliable, testable, and maintainable data transformations.
  • Hands-on experience ingesting data from diverse sources, including APIs, databases, SaaS applications, and event streams.
  • Strong foundation in data modeling, schema design, and data quality best practices, with functional experience working on cloud platforms like Snowflake, Redshift, BigQuery, or Databricks.
  • Experience implementing CI/CD pipelines, automated testing, and data observability to ensure reliability and trust in data systems
  • Familiarity with monitoring, alerting, and incident response for production-grade data pipelines
  • Proven ability to optimize performance and cost across data workflows and storage systems
  • Functional understanding of how to leverage AI and automation in data engineering — building self-service tools, intelligent pipelines, and agents that automate repetitive tasks
  • Exemplar problem-solving skills and ability to work collaboratively in cross-functional teams.
  • Strong communication and collaboration skills, with a focus on clarity, empathy, and shared ownership

Compensation Details

Our cash compensation amount for this role is targeted at $155,000-$185,000/yr in Denver, $170,000-$200,000/yr in Los Angeles, and $190,000-$220,000/yr for San Francisco, Seattle, and New York. Final offer amounts are determined by multiple factors including candidate experience and expertise and may vary from the amounts listed above.


Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas. 

When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.


Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto. 

Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.

Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.

Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.

PythonJavaSQL+2 more

Staff Software Engineer, Core Products

GustoNew York, New York, United States; San Francisco, CA - Hybrid
Full-timeNot specifiedAug 14, 2026

 


About Gusto

At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve.

 
All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.

 
AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.

About the Role:

We're looking for seasoned full-stack software engineers to join the teams behind Gusto's customer-facing products — the features and experiences that small business owners and their employees rely on every day.

As a Staff Software Engineer, you'll operate across the full product lifecycle: shaping features from early spec and design through to launch and long-term iteration. That means writing clean frontend code, designing and building reliable backend APIs, influencing product direction, and taking ownership of what happens after a feature ships. 

If you're drawn to work that combines technical craft with real-world impact — helping power the livelihoods of millions using Gusto products — join us!

Here’s what you’ll do day-to-day:

  • Design, build, and test Gusto core products such as Payroll, Benefits, HR, Retirement, Gusto Money, Gusto Solo, and Gusto Pro, among others
  • Mentor other engineers to help solve some of the hardest technical problems out there in very complex domains and at a large scale
  • Help scale one of the largest Ruby/Rails and Javascript/React applications in the world
  • Collaborate with our Product Management, Data, Design, and Platform Engineering teams to understand customer pain points, come up with solutions, and then prototype, iterate, and launch daily
  • Build products that our customers genuinely love

 

Here’s what we're looking for:

  • Successful applicants typically have 10+ years of software development experience
  • Experience building scalable solutions that eliminate customer pain; passion for creating memorable experiences for customers
  • Experience leveraging AI tools or systems to accelerate development, improve testing, and deliver new product capabilities
  • Curiosity and experimentation with emerging AI frameworks, applying and sharing best practices to evaluate and scale AI use safely across teams
  • Experience owning multi-quarter projects that solve complex engineering problems and make measurable customer impact at scale
  • Experience with large scale refactors, performance and reliability issues, and a strong sense of ownership over all aspects of your product area
  • Ability to mentor engineers to maximize their performance and impact

Please note that a two day travel to a Gusto office for onboarding is required for this position. If you have any questions regarding this requirement, please share with your recruiter.

Our cash compensation amount for this role is targeted at $163,000–$204,000 in Denver & most remote locations, and $197,000–$247,000 for San Francisco & New York. Stock equity is additional. Final offer amounts are determined by multiple factors including candidate experience and expertise and may vary from the amounts listed above.


Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas. 

When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.


Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto. 

Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.

Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.

Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.

JavaScriptRubyReact+1 more

Staff Software Engineer, Gustie Assist

GustoDenver, CO - Hybrid; New York, New York, United States; San Francisco, CA - Hybrid
Full-timeNot specifiedAug 14, 2026

 


About Gusto

At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve.

 
All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.

 
AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.

Gustie Assist builds Otto, the AI agent that Gusto's support advocates rely on to solve customers' hardest payroll, benefits, and compliance problems. When a small business hits a wall and reaches out, the advocate turns to Otto: it reasons over the customer's full context, answers in the moment, and increasingly takes real actions across Gusto's systems on the advocate's behalf to make the customer whole. We're a small platform team building an agent that reasons, acts, and has to get it right when the stakes are someone's payroll.

This is unusually broad, hands-on applied-AI work: you'll own an LLM agent runtime and the full stack around it, including the tool layer that lets it act over Gusto's systems, the Rails/GraphQL backend, the advocate-facing frontend, and the eval system that keeps it trustworthy while it touches live customer accounts. We keep the path from idea to production short, and measure ourselves on customer outcomes, not model novelty.

Here's what you'll do day-to-day:

  • Design and build across the Otto platform, including the runtime and agent graph, the tool/action layer, the Rails/GraphQL backend, and the advocate-facing experience, owning a meaningful slice end-to-end
  • Expand what the agent can safely do: autonomous, tool-using actions with human-in-the-loop approval, built on a secure, auditable identity and permissions model
  • Build the eval and observability systems (LLM-as-judge + deterministic scorers, offline gates and online production monitoring) that let us change the agent in production weekly without regressing correctness or escalation behavior
  • Work directly with LLMs, including prompting, tool/function design, retrieval, and the feedback loops that turn real advocate interactions into a better Otto
  • Partner closely with Product, Data, Design, and our CX teams to turn advocate and customer pain into shipped capabilities
  • Mentor engineers and set the bar for how we build agentic systems responsibly and at scale

Here's what we're looking for:

  • Typically 8+ years of software engineering experience, owning systems end-to-end
  • You've built and shipped LLM-powered or agentic systems in production, including tool-calling/agents, retrieval, or evals, and you know where they break and how to make them reliable
  • Strong full-stack range. Must be comfortable moving between backend services, an LLM runtime, and customer-facing product, and picking up whatever the problem needs
  • Experience owning multi-quarter projects that make measurable user impact at scale
  • Sound judgment about safety and blast radius when software takes real actions on real accounts
  • Ability to mentor engineers and raise the bar around you

Also great to have:

  • Experience with agent frameworks, evals/LLM-as-judge, retrieval, or MCP-style tool architectures
  • Experience with Ruby on Rails and/or JavaScript/React (our stack), or the ability to ramp quickly
  • Familiarity with GraphQL and federated backends
  • Appreciation for a collaborative, test-driven, high-autonomy environment, and clear communication with engineering and business stakeholders

Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas. 

When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.


Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto. 

Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.

Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.

Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.

JavaScriptRubyGraphQL+2 more

Design Systems, Product Designer

GustoDenver, CO - Hybrid; New York, New York, United States; San Francisco, CA - Hybrid
Full-timeNot specifiedAug 14, 2026

 


About Gusto

At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve.

 
All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.

 
AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.

About the Role:

We're looking for a AI-native Design Systems Designer to join Gusto's Builder Enablement team — the team responsible for Workbench, Gusto's internal design system, and for how every designer and engineer at Gusto ships high-quality work with AI assistance.

This role sits at an exciting and genuinely new intersection: deep design systems craft combined with fluency in AI-assisted workflows. You'll help evolve and maintain Workbench at a pivotal moment — we're mid-Brand Refresh, actively building AI tooling to improve how builders interact with the system, and expanding how the design system serves LLMs and AI-assisted products as much as it serves human designers. The ideal candidate is a rigorous systems thinker with strong component and token expertise who is excited about using AI tools as a core part of how they work, not just an add-on. We use Figma as a helper tool, but our deliverables are code. The level of this role is similar to/equivalent of a Senior Staff-level.

About the Team:

The Builder Enablement team's mission is to make high-quality, AI-assisted shipping the default for every builder at Gusto. We own Workbench, Gusto's design system, but we also own how it gets expressed to AI tools and builders. Our work spans component design and documentation, token architecture, AI tooling (including MCP servers, prompt engineering, and eval systems), and supporting the broader design and engineering org in using the system well.

We're a small, tight-knit team of designers and engineers embedded within Gusto's design organization, led by our CDO, Amy Thibodeau. We care deeply about craft, systems thinking, and making complex things feel simple for the people who depend on us.

Product Design at Gusto is made up of over 70 creative, collaborative people who care deeply about our mission to empower small businesses and their employees. We’re a cross-functional bunch focused on Design, Research, Writing, Ops and Front-end Development who are always looking for opportunities to build understanding and empathy for the people who use Gusto. We don’t care a whole lot about swim lanes and we work closely with our partners in Product, Engineering, Data, and Marketing to design, build and ship experiences that make a difference. We are passionate advocates for thoughtful, crafted, and inclusive experiences and we believe great design can make hard things possible, even delightful. Read more about Design at Gusto.

Here’s what you’ll do day-to-day:

  • Design and maintain Workbench components and patterns, including complex components with variables, variants, and tokenized styles
  • Own and evolve semantic and functional token architecture as we execute the Brand Refresh and move toward theming
  • Work closely with our engineering team to ensure component consistency including coded implementations — pairing on design decisions, reviewing implementations, contributing to technical plans, and committing your own PRs.
  • Contribute to AI tooling that helps designers and engineers use Workbench correctly — including structured documentation, storybook examples, and content that makes the system legible to LLMs
  • Support product designers and engineers through Office Hours, Slack, and async review
  • Document and publish design decisions, usage guidance, and component rationale
  • Participate in systemic decisions about component architecture, naming conventions, and migration strategy — especially in the context of the ongoing Brand Refresh

Here’s what we're looking for:

  • Design Systems Experience: 4+ years working on a product design systems team through the full lifecycle — design, implementation, documentation, and adoption. Experience with token architecture and component API design is required.
  • Product Design Experience: 7+ years experience working on a product design team
  • AI Fluency: Genuine experience using AI tools (Claude, Copilot, or similar) as a meaningful part of your workflow — not just experimentally. Comfort directing AI assistance, evaluating its output, and knowing where human judgment is required.
  • Technical Acumen: Ability to pair effectively with engineering, understand technical plans and constraints, and contribute meaningfully to implementation decisions and code repos
  • Accessibility Minded: A solid understanding of WCAG AA guidelines and how accessibility considerations shape component and token decisions.
  • Technical Skill: Expert knowledge of AI design tools and Figma, including complex component construction, variable and token usage, prototyping, and basic Github process.
  • Design Integrity: High degree of design craft and polish, with a strong point of view about what good looks like in a design system.
  • Communication: Documentation expertise and the ability to educate and align peers across disciplines. Demonstrated ability to advocate for systemic consistency while remaining collaborative and service-minded.
  • Additional Experience: Experience with LLM-readable documentation, MCP servers, or AI-assisted design tooling.

Our cash compensation range for this role is $147,000/yr to $215,000/yr in Denver, and $178,000/yr to $253,000/yr in San Francisco and New York. Final offer amounts are determined by multiple factors, including candidate experience and expertise, and may vary from the amounts listed above.


Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas. 

When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.


Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto. 

Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.

Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.

Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.

Treasury Manager

GustoDenver, CO - Hybrid; New York, New York, United States; San Francisco, CA - Hybrid
Full-timeNot specifiedAug 14, 2026

 


About Gusto

At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve.

 
All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.

 
AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.

About the Treasury Team:

The Treasury Team at Gusto is responsible for cash/liquidity management and banking initiatives that support business partner imperatives towards operational effectiveness and performance towards Gusto’s payment operations, accounting and risk/credit infrastructures.

About the Role:

As a Senior Treasury professional you will help lead the Treasury team in managing financial resources and the day-to-day functions to meet cash and financial obligations of the company. You will liaise with internal teams including Payments, Risk, Product, and Accounting as well as external banking partners, solution providers and portfolio managers.  You’ll need to be proactive, intellectually curious and a self starter who is excited to build a first class Treasury department.  Critical thinking and the ability to roll up your sleeves will help determine your success.  Some of the efforts you’ll have an opportunity to participate in or lead include:

  • Provide treasury industry knowledge, experience, and best practices to help the team stay ahead of the curve on the latest service offerings, services offered from our partner banks
  • Build out of enhanced liquidity forecasting tool to understand cash usage and future needs
  • Model liquidity usage and related returns to determine how best to optimize liquidity.  Identify liquidity risks and solutions.  Ability to interpret and challenge black swan liquidity modeling results
  • Developing internal cost of funds programs associated with cash/liquidity usage
  • Explore/evaluate new product offerings from internal and external service providers from a Treasury perspective
  • Consulting with internal business lines on existing/new products with a focus on liquidity and funding needs
  • Engage with external credit providers to understand borrowing structures to meet internal business needs
  • Partner with fixed income portfolio managers to understand and explore opportunities to optimize returns 
  • Experience with money movement/payment types including ACH, wire, real time payments and stable coins.  Solutioning stable coin movements and the ability to identify and manage related risks
  • Engage with banking partners and internal stakeholders to
    • Initiate banking transaction process improvements
    • Understand bank analysis fees
    • Bank account governance and related controls
    • Regular/quarterly banking partner reviews
  • Bank account establishment/ alignment, fraud mitigation, cash forecasting, payment contingencies
  • Continued focus on operational risk and process improvements specifically associated with banking structure and money movements
  • Collaborate with cross-functional partners in Payments, Accounting, Risk/Credit and Engineering to facilitate the implementation of new products/services
  • Lead and facilitate treasury projects as assigned
  • Lead cross functional projects to resolution, solving both strategic and tactical challenges that arise

Here’s what we're looking for:

  • Experience - You’ll have 12+ years of relevant experience, working in a shared service Treasury environment with cross functional teams preferably in the banking or financial services.  Experience with Payment Operations, Risk/Credit and banking partner activities.  In-depth knowledge of money movement/payment types including ACH, wires, real time payments and stable coins and related bank/third party activities.  Specific stable coin settlement knowledge and understanding of associated risks.  Experience with credit facilities and lending solutions.  Indepth knowledge and experience modeling/solutioning liquidity needs
  • Operational Excellence - You are passionate about operational excellence and efficiency. You have an ability to spot unusual patterns with a sharp attention to detail. Proactively reviews current processes and implements improvements based on industry and company best practices.  You’ve not only maintained processes but have built processes/solutions.    You have the ability to implement changes and obtain measurable results, both tactically and strategically..
  • Analytical - Excellent analytical skills, including ability to use business intelligence tools,  and sort through complex data to articulate business trends and implications. High level of intellectual curiosity with the ability to see the big picture while maintaining attention to details.  
  • AI native approach: In-depth experience using AI to solve corporate treasury needs, improving work flows and creating business efficiencies (reduce human error/risk).  You leverage AI for solutioning both tactical and strategic needs.  You champion AI and cross pollinate solutions with other internal business partners. 
  • Thought Leadership: Serve as Treasury's internal subject matter authority by shaping strategy, contributing to company-wide financial objectives, and proactively translating emerging treasury trends into actionable recommendations that influence Gusto's direction.
  • Stakeholder Persuasion & Communication: Distill complex treasury concepts to persuade and align diverse senior and executive stakeholders, while building influential relationships that effectively navigate competing priorities to achieve desired outcomes.
  • Accountability for Function-Wide Results: Own the overall performance and outcomes of the Treasury function by defining and tracking key success metrics, ensuring continuous improvement against functional goals with accountability for results that impact the broader finance organization.
  • Mentorship & Developing Others: Mentor and develop junior Treasury team members to elevate overall team capability, while serving as a trusted resource for cross-functional partners on treasury-related matters and fostering a culture of learning and knowledge-sharing.
  • Discipline - Excellent time-management skills and ability to handle multiple tasks simultaneously.  
  • Self Starter - Ability to explore and resolve issues and not wait to be told what to do.
  • Attitude - Goal-oriented, positive, and proactive.  Comfortable in a fast-paced, results-oriented work environment. Can communicate effectively with partnered teams and senior leadership.  Ability to work independently and escalate as needed

Compensation

At Gusto, we strive to provide rewards that empower employees to achieve their financial and personal goals. We offer competitive compensation packages with a strong emphasis on equity based compensation (ownership in Gusto). To learn more about Gusto’s compensation philosophy and benefits offerings please view our Total Rewards Approach page.

Our cash compensation range for this role is $140,000/yr to $170,000/yr in Denver, and $163,000/yr to $202,000/yr in San Francisco, and New York. Final offer amounts are determined by multiple factors, including candidate experience and expertise, and may vary from the amounts listed above.


Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas. 

When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.


Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto. 

Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.

Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.

Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.

PaymentsFraud

Revenue Accountant

GustoDenver, CO - Hybrid; New York, New York, United States; San Francisco, CA - Hybrid
Full-timeNot specifiedAug 14, 2026

 


About Gusto

At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve.

 
All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.

 
AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.

About the Role:

As a Revenue Accountant, you will be a critical contributor within the Revenue Accounting team, owning the end-to-end revenue recognition process for our Gusto Retirement segment while also lending support to new and emerging revenue products across the business. You will be responsible for accurate and timely revenue recognition in accordance with ASC 606, maintaining and reconciling subledger systems, and partnering cross-functionally with Operations, FP&A, Engineering, and Product teams to ensure financial integrity as we scale.

This is an exciting opportunity to be at the forefront of how modern accounting is done. You will have the chance to build and leverage AI tools and automation to streamline repetitive processes, eliminate manual work, and raise the bar on efficiency across the team. If you're someone who gets excited about making accounting faster and smarter — not just more accurate — this role is for you!

About the Team:

Our Revenue Accounting team is responsible for ensuring the accurate and timely recognition of revenue in accordance with relevant accounting standards. We are a collaborative, forward-thinking team focused on continuous improvement and leveraging technology and AI to streamline our close processes. As we continue to grow and introduce new products and partnerships, this role will be critical in maintaining the quality and integrity of our revenue close while helping shape the processes that support our next phase of growth.

Here’s what you’ll do day-to-day:

  • Own end-to-end revenue recognition for the Gusto Retirement segment (401K SaaS, IRA, AUM fees, plan administration)
  • Prepare monthly journal entries, subledger reconciliations, and supporting schedules for retirement revenue streams
  • Support month-end, quarter-end, and year-end close within established timelines
  • Apply ASC 606 guidance to complex arrangements including variable consideration, contract modifications, and principal vs. agent assessments
  • Build and maintain automated solutions using AI tools, Python/SQL, or Excel scripting to eliminate manual work
  • Identify and implement process improvements across the revenue close, reducing cycle time and increasing accuracy
  • Partner with auditors during annual audits — lead walkthroughs, provide documentation, respond to inquiries
  • Collaborate cross-functionally with Retirement Operations, FP&A, Engineering, and Data teams on revenue data integrity and new product launches

Here’s what we're looking for:

  • Bachelor's in Accounting; CPA preferred (active or in progress)
  • 5+ years of accounting experience, with at least 3 years focused on revenue accounting
  • Strong ASC 606 knowledge applied to SaaS, subscription, or fee-based models
  • Proven track record building automation — scripts, tools, or workflows that reduced manual effort (you can speak to these concretely)
  • Advanced Excel; Python or SQL a strong plus
  • NetSuite or revenue subledger experience a plus
  • Big 4 or public accounting background preferred; fintech or financial services a bonus
  • Comfortable with ambiguity, curious about AI, and excited to build processes from scratch

Our cash compensation amount for this role is $87,660/yr to $108,114/yr in Denver & most major metro locations, and $106,385/yr to $131,208/yr for San Francisco & New York. Final offer amounts are determined by multiple factors including candidate location, experience and expertise and may vary from the amounts listed above.


Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas. 

When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.


Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto. 

Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.

Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.

Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.

PythonSQL

Retirement Sales Account Executive

GustoAtlanta, GA - Remote; Denver, CO - Hybrid; Phoenix, AZ - Remote
Full-timeNot specifiedAug 14, 2026

 


About Gusto

At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve.

 
All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.

 
AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.

About the Role:

Recently launched Gusto 401(k) powered by Guideline is the next evolution of how we help small businesses take care of their teams. By bringing payroll and retirement together under one roof, we’re removing complexity, ensuring compliance, and making it easier for every business to offer meaningful benefits.

As an Account Executive for Gusto’s 401(k) business, you’ll lead a team of driven sales professionals who introduce existing Gusto customers to our retirement benefits solution. You’ll focus on coaching, strategy, and execution — empowering your team to educate customers on the value of adding 401(k) to their Gusto platform. This role combines leadership, collaboration, and a passion for growth, helping small businesses build stronger financial futures for their teams while scaling one of Gusto’s most exciting products.

 

Here’s what you’ll do day-to-day:

  • Close Inbound Deals: Take responsibility for converting qualified inbound leads into closed sales by understanding client needs, presenting tailored solutions, and negotiating terms effectively.
  • Sales Strategy: Work closely with the sales and marketing teams to ensure a seamless transition from lead generation to deal closure, enhancing the customer journey and experience.
  • Consultative Selling: Engage with inbound leads to assess their business needs and provide a consultative approach that matches our products/services to their goals.
  • Relationship Building: Cultivate long-term relationships with clients through ongoing communication and support, ensuring satisfaction and retention post-sale.
  • Sales Targets: Meet and exceed monthly and quarterly sales targets by closing inbound leads while ensuring profitability for the company.
  • CRM Management: Utilize the CRM system to track leads, manage sales pipeline, and maintain accurate records of client communications and deal progress.
  • Collaboration: Work closely with marketing and customer success teams to ensure smooth onboarding of new clients.
  • Reporting: Provide regular updates on progress towards goals, challenges, and opportunities to the sales manager or leadership team.

 

Here’s what we're looking for:

  • Proven experience in closing inbound deals and sales conversions, preferably in a B2B environment. Outbound skills would be a plus.
  • Minimum 18 Months in a closing position to be considered.
  • Strong communication, negotiation, and interpersonal skills.
  • Ability to effectively prioritize and manage multiple opportunities at once.
  • Experience with CRM tools (e.g., Salesforce, HubSpot) and sales automation platforms.
  • Self-motivated with a goal-oriented mindset and the ability to work independently.
  • Strong analytical skills with the ability to assess client needs and craft personalized solutions.
Our cash compensation range for this role ranges from $31.68 – $36.06 per hour with a 40% commission structure in Phoenix, Atlanta, and Denver locations. Final offer amounts are determined by multiple factors, including candidate location, experience, and expertise, and may vary from the amounts listed above.

Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas. 

When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.


Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto. 

Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.

Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.

Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.

Compliance

Financial Services Compliance

GustoDenver, CO - Hybrid; New York, New York, United States; San Francisco, CA - Hybrid
Full-timeNot specifiedAug 14, 2026

 


About Gusto

At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve.

 
All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.

 
AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.

About the Role:

Gusto is looking for an experienced financial services compliance professional to lead product compliance support across our consumer financial products, commercial financial services, payments, and embedded finance offerings. In this high-impact, cross-functional role, you'll serve as a strategic partner and trusted advisor to Product, Engineering, Legal, Compliance, Marketing, Operations, and business leaders, helping design, operationalize, and scale practical compliance solutions that support responsible innovation and enable durable business growth.

This role reports to the Head of Financial Services Compliance. At Gusto, Legal & Compliance operates as an AI native team, and you'll help shape how AI enabled compliance workflows support smarter monitoring, stronger controls, faster regulatory change management, and more proactive risk identification, always with appropriate human in the loop controls for accuracy and accountability.

About the Team:

Gusto’s Legal & Compliance team partners closely with product and engineering teams to enable innovation, facilitate responsible company growth, accelerate Gusto’s roadmap, and deliver compliant products to our customers.

We are passionate about applying AI-native ways of working, thoughtful compliance risk management, and a daily service mindset to improve the experience of small business owners and their employees. Each team member is an owner, a trusted advisor, and a meaningful contributor to Gusto’s mission.

Here’s what you’ll do day-to-day:

  • Serve as a strategic compliance partner to Product, Engineering, and business stakeholders on financial services regulations across lending, embedded finance, deposit products, payments, and money movement, covering launches, partnerships, product changes, and marketing collateral.
  • Mature and expand Gusto's Compliance Management Program to cover emerging financial services and payments offerings, using AI enabled tools to help the program scale as new products launch.
  • Own regulatory change management in partnership with Government & Regulatory Affairs, leveraging AI to track and assess new requirements faster and surface emerging risk earlier.
  • Translate complex regulations into clear, actionable guidance, controls, procedures, training, and documentation for cross-functional partners.
  • Oversee product compliance controls and run monitoring, control testing, risk assessments, and issue management across deposit, lending, payments, marketing, and consumer protection requirements (TILA, TISA, ECOA, FCRA, FDCPA, TCPA, CAN-SPAM, UDAAP, Reg E, NACHA rules, and related federal/state requirements).
  • Support vendor onboarding, third-party risk assessments, due diligence, and ongoing oversight for financial services and payments partners.
  • Serve as key liaison with banking and strategic partners, supporting audits, compliance reporting, examinations, regulatory inquiries, and remediation activities.
  • Partner across Product, Engineering, Legal, and Operations to design and apply AI enabled workflows for compliance monitoring, control testing, documentation, and issue management, balancing automation with appropriate human oversight.

Here’s what we're looking for:

  • 10+ years of relevant compliance experience in an in-house legal, compliance, risk, or regulatory function at a regulated financial institution, fintech, payments company, or financial services business.
  • Deep expertise in financial services and payments compliance, including consumer protection requirements such as TILA, TISA, ECOA, FCRA, FDCPA, Reg E, UDAAP, NACHA rules, TCPA, CAN-SPAM, and related state laws.
  • Demonstrated experience with embedded finance, banking-as-a-service, sponsor bank partnerships, payments, ACH, card programs, lending, or deposit account products.
  • A track record of building, scaling, or enhancing compliance programs (policies, controls, monitoring, training, issue management, regulatory change management), including using AI to make those programs more scalable and proactive.
  • Experience advising Product, Engineering, Marketing, Legal, and Operations teams on product launches, strategic partnerships, and customer-facing or marketing materials, with strong cross-functional influence skills.
  • Experience working directly with banking partners, payment processors, auditors, or regulators, including supporting internal/external audits, exams, partner bank reviews, and remediation.
  • Strong judgment and issue-spotting skills, with the ability to distill complex regulations into clear guidance and make practical, risk-based calls in ambiguous or fast-moving situations.
  • Demonstrated experience using AI tools (ChatGPT, Claude, Gemini, Glean, Notion AI, or similar) to build scalable compliance workflows, paired with the curiosity and discipline to design appropriate human review, testing, and quality controls.

Our cash compensation amount for this role is $148,085/yr to $182,638/yr in Denver & most major metro locations, and $174,470/yr to $215,180/yr for San Francisco & New York. Final offer amounts are determined by multiple factors including candidate location, experience and expertise and may vary from the amounts listed above.


Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas. 

When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.


Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto. 

Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.

Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.

Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.

PaymentsRisk ManagementCompliance

Enterprise Application AI Engineer

GustoSan Francisco, CA - Hybrid
Full-timeNot specifiedAug 14, 2026

 


About Gusto

At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve.

 
All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.

 
AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.

About the Role:

As the Enterprise Applications AI Engineer, you will lead the integration of AI and automation across Gusto’s enterprise applications ecosystem, transforming how internal systems connect, communicate, and operate. Sitting within the IT and Enterprise Applications organization, you will partner closely with Product, Engineering, Finance, People Tech, and Operations to bridge business needs with AI driven solutions. You will act as the connector between business requirements and AI frameworks, designing Model Context Protocols (MCPs) and AI agents that make enterprise workflows smarter, faster, and more autonomous. In line with Gusto’s FY26 Enterprise Systems strategy, you will help shift our ERP and Finance systems from reactive workflows to predictive, context aware, and self improving platforms, while ensuring security, compliance, and measurable impact. This role combines hands-on technical execution with strategic systems thinking, using integration fluency, AI literacy, and business empathy to create the connective tissue that allows AI to seamlessly augment enterprise operations.

About the Team:

This role will report to the Enterprise AIT team, a group focused on driving the intelligent transformation of Gusto’s enterprise systems. The Enterprise AIT team is responsible for integrating AI, automation, and advanced analytics across our internal applications ecosystem to improve scalability, efficiency, and decision-making. Partnering closely with Finance, Business Ops, IT, and Security, the team enables Gusto’s enterprise systems to become smarter, more predictive, and more adaptive. This is a new role, designed to expand the team’s capacity to operationalize AI within enterprise workflows and support Gusto’s broader Enterprise Systems strategy.

Here’s what you’ll do day-to-day:

  • Translate business needs into AI workflows by partnering with Finance and Business Operations teams to identify automation opportunities and design agentic workflows that improve decision making and reduce manual effort.
  • Develop and maintain Model Context Protocols (MCPs) that securely and reliably connect enterprise systems such as NetSuite, Zuora, and Jira to AI agents, with clear documentation and optimization.
  • Create and manage intelligent agents that execute or augment core enterprise processes such as onboarding, billing support, and compliance monitoring using large language models and orchestration frameworks.
  • Govern the full lifecycle of MCPs and agents, ensuring adherence to enterprise data governance, privacy, and security standards, including SOX compliance, auditability, and appropriate access controls.
  • Measure and optimize impact by defining and tracking KPIs such as automation adoption, efficiency gains, agent accuracy, reliability, and cost performance, and using those insights to guide iteration.
  • Enable and influence the organization by partnering with IT, Security, and business stakeholders to build reusable AI frameworks, coach teams on safe and effective AI driven workflows, and champion AI first practices across day to day operations.

Here’s what we're looking for:

  • 8+ years in Business Systems Analysis, Enterprise Applications, or Automation roles, with a track record of delivering impact in complex environments.
  • Demonstrated experience building and maintaining integrations across systems such as Jira, NetSuite, or similar, with a strong grasp of APIs, JSON, and RESTful service design.
  • Hands-on knowledge of AI agent frameworks (for example LangChain, CrewAI, Semantic Kernel, MCP) and experience designing or maintaining Model Context Protocols or equivalent frameworks.
  • Familiarity with leading LLM platforms (OpenAI, Anthropic, Gemini etc.) and practical experience with prompt engineering.
  • Proficiency in Python or JavaScript for automation, orchestration, and building modular, scalable AI workflows that translate complex requirements into executable solutions.
  • Strong documentation, analytical, and stakeholder communication skills, with the ability to clearly explain tradeoffs and align technical solutions with business needs.
  • Passion for building secure, compliant, and explainable AI systems, embedding risk, privacy, and compliance considerations (including SOX and audit controls) into every solution, with a growth mindset and focus on clarity, iteration, and measurable outcomes.

Our cash compensation amount for this role is targeted at $185,000-$205,000 /yr in Denver & most remote locations, and $225,000-$250,000 /yr for San Francisco, Seattle & New York. Final offer amounts are determined by multiple factors, including candidate experience and expertise, and may vary from the amounts listed above.


Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas. 

When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.


Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto. 

Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.

Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.

Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.

JavaScriptPythonCompliance

Software Engineer, ML Platform

GustoDenver, CO - Hybrid; New York, New York, United States; San Francisco, CA - Hybrid
Full-timeNot specifiedAug 14, 2026

 


About Gusto

At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve.

 
All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.

 
AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.

About the Role:

Gusto is looking for a strong Machine Learning Platform and Infrastructure Engineer to join our ML Platform team and build out and scale our ML and AI platform.

As a Machine Learning Platform Engineer, you will work closely with AI/ML engineers to rapidly build, deploy, and iterate high-quality ML/AI infrastructure solutions at scale, ensuring both reliability and effectiveness. Your deep expertise in the machine learning model development cycle, along with a strong understanding of data pipelines and data infrastructure will be crucial in developing a dependable and scalable ML/AI infrastructure for all of Gusto to rely on.

The ideal candidate is passionate about developing software, developing and documenting optimal processes, working with data, and understanding the needs of end users. A strong grasp of ML and data infrastructure is essential, as you will work with stakeholders to build efficient solutions to help our partners scale x times better. 

Here’s what you’ll do day-to-day:

  • Build core components of our ML and AI Platform technical roadmap to design and build MLOps solutions with automated pipelines and standardized processes to build, deploy, run, monitor, debug, and retrain ML and AI Models.
  • Develop, maintain, and enhance frameworks for machine learning model development and deployment.
  • Collaborate with the ML/AI builders and application owners to determine business requirements and SLAs for API-enabled services.
  • Develop, maintain, and enhance infrastructure supporting machine learning services.
  • Support the development of new patterns for the deployment of machine learning models with CI/CD pipelines and automated testing.
  • Apply AI tools as a regular part of your engineering workflow, and bring an AI-native lens to engineering and product decisions: identify where AI can reduce effort, simplify complex workflows, and surface proactive guidance.
  • Adopt the latest best practices for using AI technologies across all aspects of technical development

Here’s what we're looking for:

  • At least 5+ years of software engineering experience (Python, Ruby or Java).
  • Demonstrated experience designing and developing infrastructure and platform services for machine learning lifecycle, such as feature stores, model development, deployment, and observability tools and solutions.
  • Experience with at least one of the major cloud platforms (AWS preferred but not required).
  • Curiosity and experimentation with emerging AI frameworks, applying and sharing best practices to evaluate and scale AI use safely across teams
  • Comfort with AI-assisted development tools and a habit of staying current with emerging approaches to building software.

Our cash compensation amount for this role is targeted at $160,000-$200,000/year in Denver, and $190,000- $240,000/ year for San Francisco and New York. Final offer amounts are determined by multiple factors, including candidate experience and expertise, and may vary from the amounts listed above.


Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas. 

When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.


Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto. 

Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.

Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.

Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.

PythonJavaRuby+3 more

Head of Design, Unified Service Platform

GustoNew York, New York, United States
Full-timeNot specifiedAug 12, 2026

 


About Gusto

At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve.

 
All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.

 
AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.

About Design at Gusto 

Design at Gusto is made up of over 80 creative, collaborative people who care deeply about our mission to empower small businesses and their employees. We're a cross-functional group that is always looking for opportunities to build understanding and empathy for the people who use Gusto. We don't care much about swim lanes and though we care deeply about quality and craft, we are never precious about it. We work closely with cross-functional partners in Product, Engineering, Data, and Marketing to design, build, and ship experiences that make a real difference. We believe great design can make hard things possible, even delightful.

We are building an AI-native design organization — and we mean that seriously. We're looking for designers who are already working this way: using AI to prototype ideas quickly, shorten customer feedback loops, and ship quality UX directly to customers. This isn't a future aspiration — it's how we work now, and it's changing what the design role looks like at Gusto and across the industry.

About the Role:

Gusto's Unified Service Platform (USP) is the infrastructure behind how small businesses get help when it matters most — AI-driven support, multi-channel service, and the human expertise that steps in when AI isn't enough. We're looking for a Head of Design to lead the design team behind it and set the bar for what AI-native service design looks like at Gusto.

This is a people-leadership role. You'll lead, coach, and grow a small, high-caliber team of three designers — spanning product design and conversation design — and you'll be accountable for the quality, direction, and delivery of design across the platform. You'll also be the design voice on the USP quartet, peer-to-peer with PM, Engineering, and Data leaders — authoring strategy in ambiguous spaces and spearheading cross-functional convergence. And it's a genuine player-coach role: alongside leading the team, you'll stay hands-on on the highest-leverage design work yourself.

If you want to build and lead the team defining AI-native service design — at the exact moment the category is being invented — this is that role.

About the Team:

The Unified Service Platform team builds the experiences that establish how Gusto customers get help — across self-service, in-product guidance, multi-channel support, and the AI and human experts behind all of it. You'll lead a team of three designers (product and conversation design) within a cross-functional group of engineers, PMs, and data partners, designing for both the small business owners who rely on Gusto and the experts who serve them. Design on USP is a strategic function — embedded in product direction from day one, not brought in at the execution stage.

Here’s what you’ll do day-to-day:

  • Lead, coach, and grow a team of three designers (product + conversation design) — own their development, careers, performance, and craft growth, and create the conditions for them to do their best work.
  • Own design direction and quality across USP — set the vision and the bar, and be accountable for the team's outcomes, not just its output.
  • Stay hands-on where it matters most — as a player-coach, prototype and design the hardest flows and quartet-level artifacts yourself, not just review them; flex your hands-on time down as the team grows.
  • Represent design on the USP quartet — co-lead product direction with PM, Engineering, and Data leaders; author strategy and POV in ambiguous spaces; drive convergence and close decisions.
  • Set the standard for AI-native service design. This includes how trust, uncertainty, graceful failure, and AI-human handoffs show up on the platform. You will identify when AI outputs are ready to ship, when a human is needed, and when outputs should not be sent out at all.
  • Guide service design end-to-end — journey mapping, blueprinting, and operational handoffs for a two-sided product — through your team.
  • Champion an AI-native design practice — model and expect fluency with AI-native tools (Claude Code, Cursor, and comparable agentic tools) as part of the craft, and raise the floor for how the team designs.
  • Partner on hiring and team building as the team grows.

Here’s what we're looking for:

  • Experience managing and growing product designers — you've led a team, developed designers, run performance and growth, and built a healthy team culture. Managing across disciplines (e.g., content/conversation design alongside product design) is a well-developed plus.
  • Design leadership in ambiguity — you set direction and a high craft bar, co-own strategy with cross-functional peers, and hold a position when the right answer is unpopular.
  • AI-product judgment in consequential domains — you've shipped (or led teams that shipped) AI-mediated experiences in production, and can speak to uncertainty, errors, graceful failure, and human override.
  • Service design depth — real journey mapping and blueprinting on two-sided products with operational handoffs, not workshop exercises.
  • Hands-on AI fluency — you use AI-native tools yourself and can raise your team's fluency; you perceive AI as part of the craft, not separate from it.
  • 12+ years of design experience, including 5+ years managing designers, with clear ownership of shipped work in a B2B SaaS environment.

Compensation Details

At Gusto, we strive to provide rewards that empower employees to achieve their financial and personal goals. We offer competitive compensation packages with a strong emphasis on equity based compensation (ownership in Gusto). To learn more about Gusto’s compensation philosophy and benefits offerings please view our Total Rewards Approach page.

Our cash compensation range for this role is $204,000/yr to $238,000/yr in Denver & most remote locations, and $240,000/yr to $280,000/yr in San Francisco, Seattle & New York. Final offer amounts are determined by multiple factors, including candidate experience and expertise, and may vary from the amounts listed above.


Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas. 

When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.


Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto. 

Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.

Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.

Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.

Platform Operations Specialist

GustoNew York, New York, United States
Full-timeNot specifiedAug 11, 2026

 


About Gusto

At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve.

 
All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.

 
AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.

About the Role:

This is a senior, project-driven role. Where our analysts run and improve the day-to-day, you will build what comes next: standing up new reconciliation and control infrastructure, leading audit remediation, and scaling our operations to new products and entities. You will own cross-functional projects end to end, partner deeply with Engineering, Product, Accounting, and Finance to design and implement new systems and controls, and act as a subject-matter expert the team relies on to frame hard problems and drive them to resolution with minimal oversight. You will also raise the team around you: mentoring analysts, building the reusable AI workflows others adopt, and setting the standard for how the work gets done.

If you want to build durable financial infrastructure in a regulated, high-stakes environment, and lead the projects that let Gusto operate at scale, this is the seat.

About the Team:

Payments are at the core of Gusto's business, and the Platform Operations team is the foundation of financial trust behind them. We safeguard customer funds and keep financial operations accurate, transparent, and scalable, sitting as the connective tissue between Engineering and Accounting/Finance. That means reconciling money movement, detecting and investigating losses, resolving exceptions as they come up, and continuously improving the processes and tooling that let us do all of it at scale.

Here’s what you’ll do day-to-day:

  • Design, stand up, and scale new reconciliation and control infrastructure across products and entities, including transaction categorization and the controls that support them.
  • Lead audit remediation workstreams, partnering with external auditors and internal Accounting and Controls to design controls that hold up to scrutiny.
  • Own cross-functional projects and act as the escalation point for complex reconciliation and loss issues that cross team boundaries, framing problems, defining success metrics, pulling in the right partners, driving to resolution, and reporting progress to senior stakeholders.
  • Partner with Engineering and Product to spec, build, and measure the systems and tooling that make reconciliation and loss detection scalable, tracing recurring breaks to their root cause and closing the underlying gaps.
  • Build reusable AI workflows, templates, and standards that make the whole Operations team faster, and up-level analysts through mentorship, training, and durable documentation, becoming the go-to person for applying AI to the work.

Here’s what we're looking for:

  • Bachelor's degree in Finance, Accounting, Business, or a related analytical field, or equivalent practical experience.
  • 4-6 years in financial services, banking, fintech, payments, or accounting operations, ideally in a cash management or reconciliation heavy environment, including experience scaling reconciliation or operational processes to new products, entities, or geographies. You've led cross-functional projects end to end with real independence, taking an ambiguous problem, framing it, getting the right people in the room, and driving it to a result, reporting progress to senior stakeholders and influencing Engineering, Product, Accounting, and Finance partners without direct authority.
  • Strong understanding of payment systems and money movement (e.g., ACH/NACHA, card networks, bank file formats like BAI2 or MT940), with experience designing or remediating controls and reconciliation processes that hold up to auditor scrutiny, including exposure to regulatory requirements (e.g., MTL, SOX-style controls) in a payments environment.
  • You think in systems and root causes. When something breaks repeatedly, you go upstream and fix the source rather than absorbing the pain, using strong SQL and data skills to dig into complex, ambiguous data sets and turn patterns and anomalies into insight rather than just output.
  • Demonstrated use of AI to build durable, reusable automations and workflows that others can use, not just personal productivity wins, with specific examples of what you built and the impact.
  • Strong written and verbal communication, including navigating difficult conversations with cross-functional partners and presenting confidently to senior audiences.

Our cash compensation range for this role is $102,130/yr to $125,960/yr in New York. Final offer amounts are determined by multiple factors, including candidate location, experience and expertise, and may vary from the amounts listed above.


Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas. 

When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.


Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto. 

Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.

Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.

Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.

GoSQLPayments

Marketing Programs Specialist, Symmetry

GustoScottsdale, AZ
Full-timeNot specifiedAug 8, 2026

 


About Gusto

At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve.

 
All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.

 
AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.

 

About the Role:

At Symmetry, we're building the future of payroll compliance technology. We have a powerful vision and an ambitious growth plan—but brilliant strategy is nothing without tactical execution. That's where you come in.

We're looking for a Marketing Programs Specialist to be the operational backbone of our marketing engine—the person who turns strategy into shipped work across new business acquisition and client and product communications. This isn't a role about sitting in meetings or setting strategy; it's about making things happen, and making them happen faster than traditional marketing teams ever could.

You'll work hand-in-hand with two leaders: supporting the Demand Generation Manager to drive new client acquisition, and supporting the Product Marketing Manager to deliver client and product communications. And you'll do all of it as an AI-first marketer—using AI as your co-pilot in everything you touch. We believe the next generation of B2B marketers won't just use AI; they'll make it the default way they work. This role is built for exactly that person.

This is a high-impact execution role with a direct line to pipeline and revenue, offering a front-row seat to building a world-class, AI-first and B2B SaaS marketing function.

About the Team:

Symmetry's Marketing team is dedicated to building brand awareness and driving enterprise demand for our payroll compliance solutions. Our core mission is to achieve significant growth and position Symmetry as a leader in infrastructure for payroll tax compliance. We're developing a robust enterprise marketing team encompassing demand generation, product marketing, digital marketing, lifecycle marketing and analytics—built from the ground up with AI embedded in how we work.

This role reports to the CMO and works in close partnership with the Demand Gen Manager and Product Marketing Manager. You'll execute across two pillars: new business acquisition (with Demand Gen) and client and product communications (with Product Marketing), gaining broad experience across digital marketing, events, lifecycle and product communications, and AI-first operations while learning from an experienced and collaborative team.

You'll also have the opportunity to:

  • Build hands-on experience with a modern, AI-augmented marketing tech stack.
  • Become deeply fluent in AI tools and workflows—a skillset that will define the next decade of marketing careers.
  • Gain exposure to growth strategies that connect marketing activities directly to revenue.
  • Work cross-functionally with demand gen, product marketing, sales, product, and leadership—developing communication and collaboration skills that accelerate career growth.

Here's what you'll do day-to-day:

You'll grow into more ownership over campaigns and programs as you gain experience. As our Marketing Programs Specialist, you'll be the master of logistics, the keeper of the plan, and the person who proves what an AI-native marketer can do.

Supporting Demand Generation — New Business Acquisition:

  • Advertising Campaigns: Coordinate LinkedIn and Google Ads campaigns targeting prospects, using AI to accelerate audience research, draft and iterate ad copy variants, analyze creative performance, and surface optimization recommendations.
  • Demand Gen Campaigns & Webinars: Support the planning and execution of prospect-facing webinars and digital campaigns—registration and landing page setup, speaker coordination, Zoom management, and follow-up reporting in HubSpot—using AI to draft promotional copy, campaign briefs, and post-campaign summaries.
  • Acquisition Campaign Operations: Build and maintain acquisition nurtures and lead workflows in HubSpot, using AI to personalize messaging, iterate copy, and analyze engagement.

Supporting Product Marketing — Client & Product Communications:

  • Client Story Activation: Activate customer stories and case studies across channels—turning each story into campaign assets, nurtures, sales enablement materials, social content, and webinar talking points. Use AI to multiply output: one story becomes a dozen distributed assets.
  • Developer Release Communications: Distribute release notes and product updates to our developer persona across the channels developers actually use (in-product, email, docs, changelog, community). Use AI to translate engineering-written notes into developer-friendly communications and draft channel-specific variants.
  • Lifecycle & Customer Communications: Execute customer-facing lifecycle programs in HubSpot—onboarding nurtures, feature adoption sequences, expansion campaigns, customer newsletters—using AI to personalize at scale and identify the highest-converting moments in the journey.

Across all pillars:

  • Project & Calendar Management: Maintain a unified marketing calendar spanning acquisition and client/product communications—using AI to draft status updates, flag conflicts and dependencies, and turn raw campaign data into clean reports for leadership. Keep prospect-facing and customer-facing messaging from colliding.

Here's what we're looking for:

We're looking for someone who gets a deep sense of satisfaction from a perfectly executed project—and who's genuinely excited about reshaping how marketing teams operate in the AI era. You're a natural organizer who lives by checklists and timelines.

  • 3+ years in a B2B marketing role, ideally in SaaS or technology. Exposure to demand generation, lifecycle marketing, customer marketing, or developer marketing is a plus.
  • Fluency with AI tools as your default way of working. You've gone beyond basic prompting—you've built custom GPTs or Claude Projects, automated workflows, or used AI tooling to solve real problems.
  • Organized and detail-oriented, able to manage multiple tasks and deadlines across parallel workstreams.
  • Reliable follow-through—you take ownership of your commitments.
  • Clear communicator who works well with internal teams (Demand Gen, Product Marketing, Sales) and external partners—and who can adapt tone for different audiences, including technical readers like developers.
  • Curiosity about how marketing influences not just net-new pipeline, but also customer retention and expansion revenue.
  • Comfortable learning new tools quickly—a skill that matters more than ever as the AI tooling landscape evolves monthly.
  • Experience with any of the following is a plus:
    • Marketing Automation (HubSpot or similar), including lifecycle workflows and customer segmentation
    • CRM (Salesforce or similar)
    • Events (Zoom or other webinar platforms)
    • Project Management (Notion, Asana, or similar)
    • AI & Automation Tools (Claude, ChatGPT, Gumloop, Glean, or similar)
    • Developer-facing communication tools (changelog platforms, dev community tools, technical documentation systems)

Our cash compensation amount for this role is targeted at $64,000/yr- $78,000/yr in Scottsdale. Final offer amounts are determined by multiple factors including candidate experience and expertise and may vary from the amounts listed above. 

 

 


Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas. 

When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.


Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto. 

Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.

Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.

Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.

Compliance

Staff Software Engineer, Tax Accounts

GustoSan Francisco, CA
Full-timeNot specifiedAug 6, 2026

 


About Gusto

At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve.

 
All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.

 
AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.

About the Role

We're looking for a staff software engineer to join Tax Accounts — the team whose job is to make the complexity of dealing with hundreds of tax agencies disappear. We're the steward of every Gusto customer's employer and employee tax account data: the registrations, authorizations, rates, and setup that let us withhold, pay, and file correctly on their behalf. Get it right and businesses stay compliant without thinking about it; get it wrong and it costs them real money and trust.

As a Staff Software Engineer on Tax Accounts, you'll operate across the full product lifecycle: clean frontend code, reliable backend APIs and data models against a genuinely complex compliance domain, and the automation that keeps hundreds of thousands of accounts in sync with the agencies behind them. If you want technical craft with far-reaching impact in our modern economy helping power the livelihoods of millions of small business employees — join us.

Here’s what you’ll do day-to-day:

  • Design, build, and test the systems behind employer and employee tax accounts: agency registrations, power-of-attorney / third-party authorizations, tax notices, agency filings, and state/federal/employee tax setup across jurisdictions
  • Build automation that requests and maintains access with tax agencies on the customer's behalf — the bots, data exchanges, and agency-event pipelines that keep accounts, rates, and deposit schedules accurate and prevent failed filings
  • Model complex, jurisdiction-specific compliance rules into maintainable systems, and own reliability, performance, and correctness in a domain where accuracy is non-negotiable
  • Partner closely with Product, Design, Tax Operations, and PEO teams to turn customer and compliance pain into solutions — then prototype, iterate, and launch
  • Mentor other engineers and help the team solve some of the hardest problems in a very complex domain, at large scale
  • Build products that our customers genuinely love

Here’s what we’re looking for:

  • Significant software-development experience, typically 8+ years, with demonstrated staff-level technical leadership
  • Experience owning multi-quarter projects that solve complex engineering problems and make measurable customer impact at scale
  • Experience building scalable solutions that eliminate customer pain, and a strong sense of ownership over reliability, performance, and correctness
  • Comfort designing data models and APIs for a complex, rules-heavy domain (compliance, tax, payments, or similar) where edge cases and correctness matter
  • Experience leveraging AI tools or systems to accelerate development, improve testing, and deliver new capabilities — plus curiosity and experimentation with emerging AI frameworks, and a habit of sharing best practices to scale AI use safely across the team
  • Ability to mentor engineers to maximize their performance and impact
  • Ability to communicate effectively across engineering teams and with business stakeholders

Nice to have:

  • Experience in, or interest working in, Ruby on Rails 
  • Appreciation for a collaborative, test-driven environment
  • Ability to build well-structured, maintainable, well-documented code
  • Ability to effectively communicate across engineering teams and with business stakeholders

Please note that travel to Gusto's office for onboarding is required for this position. If you have any questions regarding this requirement, please share with your recruiter.

Our cash compensation amount for this role is targeted at $163,000–$204,000 in Denver & most remote locations, and $197,000–$247,000 for San Francisco & New York. Stock equity is additional. Final offer amounts are determined by multiple factors including candidate experience and expertise and may vary from the amounts listed above.


Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas. 

When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.


Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto. 

Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.

Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.

Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.

RubyPaymentsCompliance

Benefits Advising (Renewals) Leader

GustoDenver, CO
Full-timeNot specifiedAug 6, 2026

 


About Gusto

At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve.

 
All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.

 
AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.

About the Role:

Gusto is seeking a leader for our Benefits Advising team who is passionate about providing small business owners and their employees with the best customer experience and expert benefits advice. You will lead a licensed benefits advisor organization by empowering and enabling your individual contributors to deliver a best in class customer experience effectively in a fast paced environment. You’ll be a great fit if you also have experience in effectively managing OKR/team initiatives while also leading a high performing team.

About the Team:

The Benefits Advising team at Gusto is focused on understanding the health insurance needs of small businesses, and consulting on solutions to help their employees thrive. The Benefits Advising leader will empower a team in Gusto’s licensed advising renewal organization, ensuring our customers offer the best health insurance and benefits offerings for their employees. This role will balance both customer impact and operational excellence: you’ll be responsible for driving customer retention, expansion, and exceptional customer experience at scale.

Your team will support small business owners in accessing the best health insurance and holistic benefits offerings - including ancillary coverage, tax-advantaged accounts, and retirement plans like 401(k). Much of this work is centered around small group health insurance, including fully insured and level-funded plans, where tailored guidance is essential for customer success.

You’ll directly empower a team of 10-15 licensed advisors and specialists, guiding them through renewal cycles and enabling them to serve as trusted advisors to our customers.

Here’s what you’ll do day-to-day:

  • Empower & Coach to Operational Excellence: Provide regular coaching and performance management (via 1:1s and monthly reviews) focused on technical mastery, customer-centricity, and hitting KPIs.
  • Drive retention and revenue growth: Deliver on retention targets by ensuring tailored, high-quality renewal experiences through a customer’s renewal and ongoing benefits experience. 
  • Evolve the customer experience: Use customer feedback and data to identify and drive improved processes and deliver more holistic, outcomes-focused advising. Act as project manager for large-scale, cross-functional initiatives that result in better outcomes for our customers
  • Lead change management: Guide organization-wide improvements, enabling advisors and managers to adapt and thrive in a dynamic environment. 
  • Foster culture and engagement: Build a culture rooted in Gusto’s values, creating an environment of trust, feedback, and continuous learning.
  • Work cross-functionally: Partner with Product, Carrier Ops, Sales, and other CX teams to act as the voice of the Advisor by surfacing feedback to improve tooling, training, workflows, and the overall customer experience.
  • Champion AI integration: Identify high-impact opportunities, coach your team to build critical AI fluency, and shape the future of our customer journey by leveraging new tools for smarter, more proactive customer engagement.

Here’s what we're looking for:

  • 4-6 years of formal leadership experience in benefits advisory, customer success or renewals, or a similar field
  • Direct experience with small group health insurance (fully insured, level-funded or PEO models) is required.
  • Proven ability to drive revenue growth, customer retention, and expansion through consultative renewal and upsell strategies
  • Analytic and strategic thinker with the ability to translate data into insights and actions
  • Strong operational skills, proactive approach to process improvement, and previous experience driving initiatives and best practices that improve customer experience
  • Ability to evaluate and adopt AI tools strategically to measurably improve advisor productivity, customer retention, and operational efficiency—while balancing innovation with risk management, compliance requirements, and maintaining customer trust in a licensed advisory context
  • Experience with technology/automation solutions such as Salesforce, APIs, and benefits administration platforms
  • Executive presence with the ability to align leaders across CX, Sales, and Product, to lead high-impact initiatives
  • Customer-first mentality with a first-principles-thinking approach
  • Thrives in and can lead a team through a fast-paced environment with constant change and rapid growth
  • Able to make measured, objective, data-driven decisions on a daily basis
  • Holds (or will be expected to hold) a Life & Health insurance license

Our cash compensation amount for this role is $86,530/yearly - $106,000/yearly in Phoenix and $92,245/yearly - $113,000/yearly in Denver, Chicago and Las Vegas. Final offer amounts are determined by multiple factors including candidate location, experience and expertise and may vary from the amounts listed above.


Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas. 

When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.


Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto. 

Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.

Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.

Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.

Risk ManagementCompliance

Product Manager, Unified Service Platform

GustoDenver, CO;San Francisco, CA;New York, NY
Full-timeNot specifiedAug 6, 2026

 


About Gusto

At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve.

 
All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.

 
AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.

By the Numbers:

  • Named #1 best software for small business of 2024 by G2
  • 2,700+ employees in the United States, Canada, Mexico, and Turkiye and growing 
  • Over $500M in annual revenue 
  • The SMB market is large (and growing!) with huge opportunities for Gusto to make an incredible impact for SMBs 
    • There are 6.2M employers in the US, 98% have fewer than 100 employees (1) 
    • 550,000 new businesses are created each year in the US (1) 

What Product Management is like at Gusto:

  • Our Product team is lean, which means you’ll have a high degree of impact and ownership. We believe in smaller, empowered teams that move quickly with less overhead. You’ll move fast by pairing sharp product judgment with fluency in AI tools — automating what slows teams down and amplifying what makes them creative and high-performing. 
  • We’re boundaryless builders. Lines between roles are intentionally blurred, and our PMs do whatever it takes to deliver outcomes. You’ll prototype, automate, design, and ship — using AI as your co-builder to turn problems into durable solutions that deliver customer value with urgency and care.
  • We’re here to serve small and medium businesses. Gusto has a strong mission-driven culture, and we care deeply about lifting up these business owners — building technology for an AI-first world that gives them the superpowers to run and grow their businesses with confidence.
  • We’re comfortable with change. Our environment moves fast, and PMs here thrive in ambiguity — blending curiosity, experimentation, and AI-native craft to shape how products (and work itself) are built at Gusto.

About the Role:

At Gusto, we're building a world where every customer need is understood, matched with the right expertise, and driven to the right resolution, by the right person or AI, at the right time. Making that real requires a sophisticated "System of Intelligence" that understands customer intent, judges problem complexity, decides whether AI or a human should take it, and retrieves exactly the right knowledge and data to answer. T

As Principal Product Manager for the AI-First Service Platform, you'll own core capabilities of the intelligence layer and surface area experience behind Gusto's customer-facing AI help/service — the models and infrastructure that determine what a customer needs, whether AI or a human should resolve it, what context travels with every handoff, and what knowledge the system draws on to answer. You'll own multiple capabilities and/or channels across voice, chat, and email, and you'll be accountable for how well the whole parts of the system actually perform for customers, not just what ships.

This is a role for a systems thinker and hands-on builder. You'll tear down what's overly complex, design simple and durable architecture in its place, experiment and iterate rapidly and create the conditions where operational efficiency and great customer experience reinforce each other — not trade off against each other.

We're looking for someone who can think from first principles, influence at the senior level, and still get into the details when it matters.

About the Team:

The Unified Service Platform (USP) team is the operational backbone behind Gusto's customer experience. We build intelligent systems that align Sales and Service teams around a single source of truth — replacing fragmented tools with a cohesive "System of Intelligence" that gives every team member the full context they need to serve customers effectively.

We are an AI-native team building agentic solutions that transform how work gets done. We own the AI-Human-AI loop across voice, chat, and email — ensuring every interaction, internal or external, is seamless, informed, and effortless. Our north star is simple: make it easy for Gusto's teams to do their best work, so every business we serve feels the difference.

Here’s what you’ll do day-to-day:

  • Own core capabilities of Gusto's AI service intelligence layer (e.g. intent understanding, escalation and handoff decisions, context ingestion, or knowledge and retrieval)  across voice, chat, and/or email
  • Build and refine the models and frameworks that decode what customers need and determine whether AI or a human is the right path to resolution, partnering with engineering and data science to continuously improve accuracy and eliminate context loss across handoffs
  • Own the evaluation layer for the systems you ship — define what "good" means, build the evals and monitoring that prove it in production, and close the loop between what the model does and what the customer actually experiences.
  • Experiment, learn, iterate, and ship impactful solutions rapidly. 
  • Identify and dismantle legacy systems and hard-coded workflows that create friction, replacing them with flexible, intelligent architecture that scales with Gusto's growth
  • Collaborate with GTM and Service teams so the system reflects real operational needs, translating frontline insights into prioritized product decisions
  • Define and track the metrics that matter — solve rate, satisfaction, escalation accuracy, handle time, and customer effort — using data to diagnose breakdowns in the customer journey and drive continuous improvement

Here’s what we're looking for:

  • A systems thinker with 8+ years of product management experience building complex, data-intensive platforms — ideally in customer service, CRM, or enterprise SaaS environments where routing, orchestration, or workflow automation were core to the product
  • Deep familiarity with AI/ML concepts — particularly intent classification, NLP, and agentic systems — with a track record of translating model capabilities into tangible product outcomes at scale
  • A hands-on builder who can move fluidly between strategy and execution — equally comfortable whiteboarding architecture with engineers, influencing senior stakeholders, and diving into the data to pressure-test assumptions
  • Strong cross-functional instincts and a demonstrated ability to align Sales, Service, and Engineering teams around a shared product vision, even in the face of competing priorities and organizational complexity
  • A bias toward simplicity — someone who defaults to first principles when solving hard problems, knows when to tear down legacy systems rather than patch them, and measures success by how much friction they remove for customers and teammates alike

If you don't think you meet all of the criteria above but still are interested in the job, please apply. Nobody checks every box, and we're looking for someone excited to join the team.

Our cash compensation amount for this role is $179,000,000/yr to $220,000/yr in Denver & most major metro locations, and $210,000/yr to $260,000/yr for San Francisco, Seattle & New York. Final offer amounts are determined by multiple factors, including candidate location, experience, and expertise, and may vary from the amounts listed above.


Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas. 

When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.


Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto. 

Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.

Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.

Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.

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