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Toast creates technology to help restaurants and local businesses succeed in a digital world, helping business owners operate, increase sales, engage customers, and keep employees happy.

About the role 

The Payroll Operations Manager, Tax Payments will lead two complementary tax operations functions. The first is the Tax Operations payments team, responsible for the daily collection and payment of customer payroll taxes. Secondly, this individual will oversee the Tax Health Check program, which deploys specialists to proactively assist customers in provisioning their tax deliverables — including Third Party Administrator linking and Tax ID registration — to resolve tax filing or payment blockers for customers.

The ideal candidate is a people-first leader who excels at building high-performing teams, establishing rigorous quality control, and driving continuous process improvement across multiple operational workstreams. This role is critical to ensuring Toast customers experience accurate, timely tax payments while measurably increasing the number of customers saved from compliance issues through proactive intervention.

A day in the life (Responsibilities)

• Manage, coach, mentor, and develop team members across the Tax Payments team and Tax Health Check program, fostering accountability and a culture of continuous improvement.
• Build and maintain quality control frameworks for the Tax Payments team, ensuring accurate and timely collection and payment of customer payroll taxes across all processing cycles.
• Drive standardization and disciplined execution of Tax Payments team processes, identifying and closing gaps in workflows to reduce error rates and improve throughput.
• Lead process improvement initiatives for the Tax Health Check program with the goal of increasing the volume of customers successfully provisioned and protected from negative tax filing or payment experiences.
• Oversee Tax Health Check specialists as they guide customers through TPA linking, Tax ID registration, and tax deliverable setup, ensuring a consistent and high-quality customer experience.
• Monitor workflow efficiency and audit operational performance across both functions; identify trends, surface risks, and implement corrective actions as needed.
• Build, maintain, and regularly present key performance indicators and OKR progress to stakeholders, including senior leadership.

What you'll need to thrive (Requirements)

• 7+ years of professional experience, including 4+ years of payroll tax experience
• 2+ years of people management or team leadership experience
• Demonstrated ability to build, document, and execute standardized operational processes
• Experience designing or operating quality control programs within a tax, payroll, or financial operations environment
• Track record of driving measurable process improvement outcomes
• Strong communication, interpersonal, and analytical skills with the ability to operate across all levels of the organization
• Solution-oriented with proven ability to manage multiple priorities in a high-paced, fluid environment
• Proficient in Microsoft Excel

What will help you stand out (Nonessential Skills/Nice to Haves)

• Experience with payroll tax customer onboarding, provisioning, or TPA linking workflows
• FPC or CPP Certification
• Payroll Service Provider experience
• Experience with MasterTax

AI at Toast

At Toast, one of our company values is that we're hungry to build and learn. We believe learning new AI tools empowers us to build for our customers faster, more independently, and with higher quality. We provide these tools across all disciplines, from Engineering and Product to Sales and Support, and are inspired by how our Toasters are already driving real value with them. The people who thrive here are those who embrace changes that let us build more for our customers; it’s a core part of our culture.

Our Total Rewards Philosophy

We strive to provide competitive compensation and benefits programs that help to attract, retain, and motivate the best and brightest people in our industry. Our total rewards package goes beyond great earnings potential and provides the means to a healthy lifestyle with the flexibility to meet Toasters’ changing needs. Learn more about our benefits at https://careers.toasttab.com/toast-benefits.

Toast creates technology to help restaurants and local businesses succeed in a digital world, helping business owners operate, increase sales, engage customers, and keep employees happy.

GTM Experiences defines how Toast engages with, supports, and grows customers across their entire lifecycle. This organization brings together Onboarding, Support, and Product-Led Growth (PLG) into a unified group responsible for designing and delivering a cohesive, end-to-end customer experience powered by intelligent systems and agents.

This team builds the platforms and experiences that shape how customers discover value, get started, receive help, and expand their use of Toast. We operate at the intersection of customer experience, agent experience, and product experience, developing systems that enable seamless transitions across lifecycle stages and channels.

GTM Experiences owns a broad ecosystem that includes customer onboarding journeys and activation systems, product-led growth surfaces and in-product engagement, customer support experiences and agent tooling, communications and engagement infrastructure, and AI-powered and agent-assisted lifecycle capabilities.

As Toast continues to grow, we are reimagining the customer lifecycle as a connected, intelligent platform rather than a set of siloed experiences. GTM Experiences plays a critical role in defining how these systems come together to deliver consistent, scalable, and high-quality experiences from first touch through long-term success.

About This Role

We are building the Customer Experience Platform that will define how Toast engages, supports, and grows customers at scale.

As a Senior Principal Engineer for GTM Experiences, you will serve as the LOB-level technical leader responsible for defining and driving the multi-year strategy that shapes how Toast delivers experiences across onboarding, support, and product-led growth. You will translate business strategy into coherent technical direction, align engineering investments with measurable customer and operational outcomes, and guide the architectural evolution to create a seamless customer journey.

This role extends beyond ownership of individual systems or services. You will help define how lifecycle stages connect into a unified experience and drive platform level decisions that unlock business outcomes. You will help define how core components of the support ecosystem — including AI-assisted capabilities, contact center infrastructure, agent tooling, and customer-facing support experiences — work together as a unified platform. You will partner closely with engineering, product, design, Care, Onboarding, and Growth leadership to establish a shared technical vision, make high-impact architectural decisions, and ensure that our platform scales with increasing complexity while improving customer outcomes.

Success in this role requires strong systems thinking, platform design expertise, and the ability to operate across organizational boundaries. You will bring clarity to a complex ecosystem, drive alignment across teams, and ensure our investments translate into measurable improvements in customer activation, retention, and support quality.

A day in the life (Responsibilities)

• Define and drive the multi-year technical strategy for the GTM Experiences LOB, ensuring alignment with company goals and long-term customer experience outcomes.
• Lead architectural direction for critical platform capabilities that support customer and agent experiences, including contact center infrastructure, AI-assisted support systems, internal agent tooling, onboarding and activation systems, product-led growth experiences
• Evaluate and de-risk major technical investments such as platform migrations, vendor integrations, and large-scale architectural changes.
• Ensure that systems across onboarding, support, and growth operate as a cohesive, extensible platform rather than disconnected point solutions.
• Partner with product, design, Care, Onboarding, and Growth leadership to translate strategic goals into scalable technical solutions that improve outcomes and operational efficiency.
• Establish architectural principles and engineering standards that support long-term platform scalability, flexibility, and velocity.
• Provide technical leadership and mentorship to senior engineers, helping raise the overall engineering bar across the GTM Experiences organization.
• Influence technical direction across multiple teams and functions, aligning stakeholders around shared platform decisions and long-term strategy.
• Leverage cutting edge AI tools to enhance your development workflow, improve velocity, and help pioneer new approaches to building - contributing to a culture of innovation and productivity across the team.

What you'll need to thrive (Requirements)

• 10+ years of experience in software engineering, with a strong background building and evolving large-scale distributed systems and customer-facing platforms.
• Demonstrated experience defining technical strategy or architecture for complex platforms spanning multiple systems and teams.
• Strong systems thinking and platform design experience, with the ability to connect individual services and tools into coherent technical ecosystems.
• Proven ability to lead high-impact architectural decisions and guide organizations through complex technical transitions.
• Experience influencing technical direction across teams and collaborating with product, design, and operational partners to deliver meaningful business outcomes.
• Strong communication skills and the ability to articulate complex technical ideas clearly to both technical and non-technical stakeholders.
• A track record of mentoring senior engineers and raising the engineering bar within an organization.
• Experience working on customer experience platforms, workflow systems, or other complex operational software environments is strongly preferred.

AI at Toast

At Toast, one of our company values is that we're hungry to build and learn. We believe learning new AI tools empowers us to build for our customers faster, more independently, and with higher quality. We provide these tools across all disciplines, from Engineering and Product to Sales and Support, and are inspired by how our Toasters are already driving real value with them. The people who thrive here are those who embrace changes that let us build more for our customers; it’s a core part of our culture.

Our Total Rewards Philosophy 
We strive to provide competitive compensation and benefits programs that help to attract, retain, and motivate the best and brightest people in our industry. Our total rewards package goes beyond great earnings potential and provides the means to a healthy lifestyle with the flexibility to meet Toasters’ changing needs. Learn more about our benefits at https://careers.toasttab.com/toast-benefits.

#LI-REMOTE

Toast creates technology to help restaurants and local businesses succeed in a digital world, helping business owners operate, increase sales, engage customers, and keep employees happy.

We are seeking a Risk Analyst - Strategy & Capabilities as part of the FinTech Risk team in Bangalore! You will work with other data analysts, operations managers, operational risk leads and other leaders to help define, implement, maintain robust processes and best practices across all the financial products at Toast. Understanding of operational quality assurance concepts and practices, critical thinking, and a process centric and data driven mindset is key to success in this role.

A day in the life (Responsibilities) 

As Toast is expanding its FinTech Risk business, there are various new products and financial services on the horizon for the organization to support our community. The responsibilities for this role include:

• Operate as a first line of defense on all operational aspects of the business
• Collaborate with cross-functional teams to analyze processes and identify opportunities for streamlining and efficiency improvements.
• Develop and implement risk strategies, methodologies, and best practices to optimize operations. 
• Analyzing holistic strategy and coding, Implementing and iterating changes continuously.
• Provide recommendations for process enhancements and workflow automation to minimize errors and increase productivity.
• Maintain effective communication with operational teams, compliance, and management on findings and implementing corrective actions
• Implement industry best practices in process design, monitoring and reporting

What you'll need to thrive (Requirements)

• Any Bachelor's degree in Finance, Business Administration, or a related field.
• 7 to 8 years of experience as a risk analyst
• Proficient expertise in SQL/Python/Snowflake/Excel/G-Suite (basic coding and reporting on SQL mandatory and preferably Python).
• Passionate about building robust and scalable processes and automation.
• Excellent analytical skills with the ability to identify patterns, trends, and discrepancies.
• Detail-oriented mindset with a focus on accuracy and precision.
• Effective communication skills, both verbal and written, with the ability to articulate complex concepts.
• This is a hybrid role with 2 days per week in the Bangalore office.

AI at Toast

At Toast, one of our company values is that we're hungry to build and learn. We believe learning new AI tools empowers us to build for our customers faster, more independently, and with higher quality. We provide these tools across all disciplines, from Engineering and Product to Sales and Support, and are inspired by how our Toasters are already driving real value with them. The people who thrive here are those who embrace changes that let us build more for our customers; it’s a core part of our culture.

Our Total Rewards Philosophy

We strive to provide competitive compensation and benefits programs that help to attract, retain, and motivate the best and brightest people in our industry. Our total rewards package goes beyond great earnings potential and provides the means to a healthy lifestyle with the flexibility to meet Toasters’ changing needs. Learn more about our benefits at https://careers.toasttab.com/toast-benefits.

#LI-HYBRID

Toast is driven by building the all-in-one platform that helps restaurants operate, grow, and delight their guests. As we continue to expand globally and evolve our platform, we are looking for experienced finance leaders who thrive in fast-paced environments and enjoy partnering across the business to solve complex problems.

Toast is seeking a Senior Director of Revenue Accounting to lead our global revenue accounting organization. Reporting to the CAO, this leader will be responsible for the integrity of Toast's revenue accounting, ensuring accurate financial reporting, strong internal controls, and compliance with U.S. GAAP and SEC reporting requirements.

This role is highly cross-functional and requires a leader who can translate complex accounting requirements into scalable business processes while partnering closely with Product, Engineering, Sales, Legal, FP&A, Internal Audit, and external auditors. The ideal candidate combines deep technical accounting expertise with operational leadership, exceptional communication skills, and the ability to influence across a rapidly evolving organization.

While this role sits within Finance, success requires a customer-first mindset. This leader understands that accounting decisions, business processes, and system design ultimately impact the experience of Toast's restaurant customers. They proactively partner across the organization to develop solutions that balance accounting integrity, operational scalability, and an exceptional customer experience.

This position owns revenue accounting globally, including period-end close, financial reporting, controls, and accounting support for new products and business initiatives.

A day in the life (Responsibilities)

• Lead the global Revenue Accounting organization, developing a high performing team that delivers accurate, timely, and scalable financial reporting.
• Own the accounting for all revenue streams, ensuring compliance with ASC 606 and other applicable accounting guidance.
• Direct the monthly, quarterly, and annual revenue close process, including account reconciliations, analytical reviews, and SEC reporting support.
• Partner with Product, Engineering, Pricing, Legal, Sales, and Finance leaders to evaluate new products, pricing models, contracts, partnerships, and international expansion initiatives, ensuring accounting considerations are incorporated early in the development process.
• Serve as the company's subject matter expert on revenue recognition, providing technical guidance to executive leadership and business partners.
• Drive continuous improvement of revenue accounting processes, systems, automation, and internal controls to support a growing global business.
• Identify and leverage AI and emerging technologies to simplify workflows, automate manual activities, improve decision making, and enable the revenue accounting organization to operate more efficiently and at greater scale.
• Oversee revenue-related SOX controls and partner with Internal Audit and external auditors to support audits and compliance activities.
• Collaborate closely with FP&A and other finance teams on forecasting assumptions and other matters affecting revenue accounting.
• Lead the accounting integration of acquisitions, strategic partnerships, and new business models as applicable.
• Establish metrics and operational insights that improve the efficiency, quality, and scalability of the revenue accounting function.
• Build strong relationships across the organization, acting as a trusted advisor who balances technical accounting requirements with business objectives.

Leadership & Impact

Success in this role requires more than technical accounting excellence. The Senior Director of Revenue Accounting will:

• Build and inspire an inclusive, high performing global team.
• Influence without direct authority across multiple business functions.
• Anticipate business changes and proactively develop scalable accounting solutions.
• Communicate complex accounting concepts clearly to technical and non-technical audiences.
• Balance strong governance with a practical, business-oriented mindset.
• Champion continuous improvement through automation, AI, simplification, and operational excellence.
• Foster curiosity and experimentation by encouraging the team to adopt AI and other emerging technologies to improve productivity and effectiveness.
• Foster collaboration, accountability, and a culture of continuous learning.

What you'll need to thrive (Requirements)

• Bachelor's degree in Accounting or Finance; CPA required.
• Experience in revenue accounting under ASC 606.
• Public company experience with SEC reporting requirements.
• Experience leading large accounting organizations and developing high-performing teams through periods of significant growth and change.
• Strong knowledge of internal controls and SOX compliance.
• Demonstrated ability to partner effectively across Finance, Product, Engineering, Legal, Sales, and executive leadership.
• Experience managing complex accounting issues involving multiple products, contractual arrangements, and evolving business models.
• Demonstrated track record of driving process transformation through automation, data, and AI enabled solutions.
• Excellent executive communication, presentation, and influencing skills.
• Proven ability to lead through ambiguity, prioritize effectively, and execute in a fast paced environment.

AI at Toast

At Toast, one of our company values is that we're hungry to build and learn. We believe learning new AI tools empowers us to build for our customers faster, more independently, and with higher quality. We provide these tools across all disciplines, from Engineering and Product to Sales and Support, and are inspired by how our Toasters are already driving real value with them. The people who thrive here are those who embrace changes that let us build more for our customers; it’s a core part of our culture.

Our Total Rewards Philosophy

We strive to provide competitive compensation and benefits programs that help to attract, retain, and motivate the best and brightest people in our industry. Our total rewards package goes beyond great earnings potential and provides the means to a healthy lifestyle with the flexibility to meet Toasters’ changing needs. Learn more about our benefits at https://careers.toasttab.com/toast-benefits.

Toast is driven by building the all-in-one platform that helps restaurants operate, grow, and delight their guests. As we continue to expand globally and evolve our platform, we are looking for experienced finance leaders who thrive in fast-paced environments and enjoy partnering across the business to solve complex problems.

Toast is seeking a Senior Director of Revenue Accounting to lead our global revenue accounting organization. Reporting to the CAO, this leader will be responsible for the integrity of Toast's revenue accounting, ensuring accurate financial reporting, strong internal controls, and compliance with U.S. GAAP and SEC reporting requirements.

This role is highly cross-functional and requires a leader who can translate complex accounting requirements into scalable business processes while partnering closely with Product, Engineering, Sales, Legal, FP&A, Internal Audit, and external auditors. The ideal candidate combines deep technical accounting expertise with operational leadership, exceptional communication skills, and the ability to influence across a rapidly evolving organization.

While this role sits within Finance, success requires a customer-first mindset. This leader understands that accounting decisions, business processes, and system design ultimately impact the experience of Toast's restaurant customers. They proactively partner across the organization to develop solutions that balance accounting integrity, operational scalability, and an exceptional customer experience.

This position owns revenue accounting globally, including period-end close, financial reporting, controls, and accounting support for new products and business initiatives.

What you'll need to thrive (Requirements) A day in the life (Responsibilities)

• Lead the global Revenue Accounting organization, developing a high performing team that delivers accurate, timely, and scalable financial reporting.
• Own the accounting for all revenue streams, ensuring compliance with ASC 606 and other applicable accounting guidance.
• Direct the monthly, quarterly, and annual revenue close process, including account reconciliations, analytical reviews, and SEC reporting support.
• Partner with Product, Engineering, Pricing, Legal, Sales, and Finance leaders to evaluate new products, pricing models, contracts, partnerships, and international expansion initiatives, ensuring accounting considerations are incorporated early in the development process.
• Serve as the company's subject matter expert on revenue recognition, providing technical guidance to executive leadership and business partners.
• Drive continuous improvement of revenue accounting processes, systems, automation, and internal controls to support a growing global business.
• Identify and leverage AI and emerging technologies to simplify workflows, automate manual activities, improve decision making, and enable the revenue accounting organization to operate more efficiently and at greater scale.
• Oversee revenue-related SOX controls and partner with Internal Audit and external auditors to support audits and compliance activities.
• Collaborate closely with FP&A and other finance teams on forecasting assumptions and other matters affecting revenue accounting.
• Lead the accounting integration of acquisitions, strategic partnerships, and new business models as applicable.
• Establish metrics and operational insights that improve the efficiency, quality, and scalability of the revenue accounting function.
• Build strong relationships across the organization, acting as a trusted advisor who balances technical accounting requirements with business objectives.

Leadership & Impact

Success in this role requires more than technical accounting excellence. The Senior Director of Revenue Accounting will:

• Build and inspire an inclusive, high performing global team.
• Influence without direct authority across multiple business functions.
• Anticipate business changes and proactively develop scalable accounting solutions.
• Communicate complex accounting concepts clearly to technical and non-technical audiences.
• Balance strong governance with a practical, business-oriented mindset.
• Champion continuous improvement through automation, AI, simplification, and operational excellence.
• Foster curiosity and experimentation by encouraging the team to adopt AI and other emerging technologies to improve productivity and effectiveness.
• Foster collaboration, accountability, and a culture of continuous learning.

What you'll need to thrive (Requirements)

• Bachelor's degree in Accounting or Finance; CPA required.
• Experience in revenue accounting under ASC 606.
• Public company experience with SEC reporting requirements.
• Experience leading large accounting organizations and developing high-performing teams through periods of significant growth and change.
• Strong knowledge of internal controls and SOX compliance.
• Demonstrated ability to partner effectively across Finance, Product, Engineering, Legal, Sales, and executive leadership.
• Experience managing complex accounting issues involving multiple products, contractual arrangements, and evolving business models.
• Demonstrated track record of driving process transformation through automation, data, and AI enabled solutions.
• Excellent executive communication, presentation, and influencing skills.
• Proven ability to lead through ambiguity, prioritize effectively, and execute in a fast paced environment.

AI at Toast

At Toast, one of our company values is that we're hungry to build and learn. We believe learning new AI tools empowers us to build for our customers faster, more independently, and with higher quality. We provide these tools across all disciplines, from Engineering and Product to Sales and Support, and are inspired by how our Toasters are already driving real value with them. The people who thrive here are those who embrace changes that let us build more for our customers; it’s a core part of our culture. 

Our Total Rewards Philosophy

We strive to provide competitive compensation and benefits programs that help to attract, retain, and motivate the best and brightest people in our industry. Our total rewards package goes beyond great earnings potential and provides the means to a healthy lifestyle with the flexibility to meet Toasters’ changing needs. Learn more about our benefits at https://careers.toasttab.com/toast-benefits.

Toast is driven by building the all-in-one platform that helps restaurants operate, grow, and delight their guests. As we continue to expand globally and evolve our platform, we are looking for experienced finance leaders who thrive in fast-paced environments and enjoy partnering across the business to solve complex problems.

Toast is seeking a Senior Director of Revenue Accounting to lead our global revenue accounting organization. Reporting to the CAO, this leader will be responsible for the integrity of Toast's revenue accounting, ensuring accurate financial reporting, strong internal controls, and compliance with U.S. GAAP and SEC reporting requirements.

This role is highly cross-functional and requires a leader who can translate complex accounting requirements into scalable business processes while partnering closely with Product, Engineering, Sales, Legal, FP&A, Internal Audit, and external auditors. The ideal candidate combines deep technical accounting expertise with operational leadership, exceptional communication skills, and the ability to influence across a rapidly evolving organization.

While this role sits within Finance, success requires a customer-first mindset. This leader understands that accounting decisions, business processes, and system design ultimately impact the experience of Toast's restaurant customers. They proactively partner across the organization to develop solutions that balance accounting integrity, operational scalability, and an exceptional customer experience.

This position owns revenue accounting globally, including period-end close, financial reporting, controls, and accounting support for new products and business initiatives.

A day in the life (Responsibilities)

• Lead the global Revenue Accounting organization, developing a high performing team that delivers accurate, timely, and scalable financial reporting.
• Own the accounting for all revenue streams, ensuring compliance with ASC 606 and other applicable accounting guidance.
• Direct the monthly, quarterly, and annual revenue close process, including account reconciliations, analytical reviews, and SEC reporting support.
• Partner with Product, Engineering, Pricing, Legal, Sales, and Finance leaders to evaluate new products, pricing models, contracts, partnerships, and international expansion initiatives, ensuring accounting considerations are incorporated early in the development process.
• Serve as the company's subject matter expert on revenue recognition, providing technical guidance to executive leadership and business partners.
• Drive continuous improvement of revenue accounting processes, systems, automation, and internal controls to support a growing global business.
• Identify and leverage AI and emerging technologies to simplify workflows, automate manual activities, improve decision making, and enable the revenue accounting organization to operate more efficiently and at greater scale.
• Oversee revenue-related SOX controls and partner with Internal Audit and external auditors to support audits and compliance activities.
• Collaborate closely with FP&A and other finance teams on forecasting assumptions and other matters affecting revenue accounting.
• Lead the accounting integration of acquisitions, strategic partnerships, and new business models as applicable.
• Establish metrics and operational insights that improve the efficiency, quality, and scalability of the revenue accounting function.
• Build strong relationships across the organization, acting as a trusted advisor who balances technical accounting requirements with business objectives.

Leadership & Impact

Success in this role requires more than technical accounting excellence. The Senior Director of Revenue Accounting will:

• Build and inspire an inclusive, high performing global team.
• Influence without direct authority across multiple business functions.
• Anticipate business changes and proactively develop scalable accounting solutions.
• Communicate complex accounting concepts clearly to technical and non-technical audiences.
• Balance strong governance with a practical, business-oriented mindset.
• Champion continuous improvement through automation, AI, simplification, and operational excellence.
• Foster curiosity and experimentation by encouraging the team to adopt AI and other emerging technologies to improve productivity and effectiveness.
• Foster collaboration, accountability, and a culture of continuous learning.

What you'll need to thrive (Requirements)

• Bachelor's degree in Accounting or Finance; CPA required.
• Experience in revenue accounting under ASC 606.
• Public company experience with SEC reporting requirements.
• Experience leading large accounting organizations and developing high-performing teams through periods of significant growth and change.
• Strong knowledge of internal controls and SOX compliance.
• Demonstrated ability to partner effectively across Finance, Product, Engineering, Legal, Sales, and executive leadership.
• Experience managing complex accounting issues involving multiple products, contractual arrangements, and evolving business models.
• Demonstrated track record of driving process transformation through automation, data, and AI enabled solutions.
• Excellent executive communication, presentation, and influencing skills.
• Proven ability to lead through ambiguity, prioritize effectively, and execute in a fast paced environment.

AI at Toast

At Toast, one of our company values is that we're hungry to build and learn. We believe learning new AI tools empowers us to build for our customers faster, more independently, and with higher quality. We provide these tools across all disciplines, from Engineering and Product to Sales and Support, and are inspired by how our Toasters are already driving real value with them. The people who thrive here are those who embrace changes that let us build more for our customers; it’s a core part of our culture. 

Our Total Rewards Philosophy

We strive to provide competitive compensation and benefits programs that help to attract, retain, and motivate the best and brightest people in our industry. Our total rewards package goes beyond great earnings potential and provides the means to a healthy lifestyle with the flexibility to meet Toasters’ changing needs. Learn more about our benefits at https://careers.toasttab.com/toast-benefits.

This is Adyen

Adyen provides payments, data, and financial products in a single solution for customers like Meta, Uber, H&M, and Microsoft - making us the financial technology platform of choice. At Adyen, everything we do is engineered for ambition. 

For our teams, we create an environment with opportunities for our people to succeed, backed by the culture and support to ensure they are enabled to truly own their careers. We are motivated individuals who tackle unique technical challenges at scale and solve them as a team. Together, we deliver innovative and ethical solutions that help businesses achieve their ambitions faster.

Forward Deployed Engineering Team Lead - Operations 

This role focuses on moving beyond isolated pilots and volunteer-led activity, and building a more deliberate approach to re-engineering work through AI, automation, and better operating design.

This role will lead that for Ops. It will set the direction for what an AI-native, and highly leveraged operations model should look like, help identify where the biggest opportunities sit, and create the structure that allows domain-owned use cases to turn into real outcomes.

Domain leads will remain accountable for the impact delivered in their own areas. This role exists to bring the thought leadership, technical credibility, outside-in perspective, and driving force needed to help make that happen across the function. 

Forward Deployed Engineering Team Lead - Operations 

• Set the AI and innovation direction for Operations, with a clear view of what will create the most meaningful step change in customer experience, productivity, quality, and scalability.
• Work with the domains to identify and prioritise the use cases that matter most, based on business value, feasibility, and readiness.
• Lead the central Ops innovation model, including the structure, ways of working, and foundations needed for domain-led re-engineering to succeed.
• Lead a small team of Forward Deployed AI specialists to turn ideas into real, scalable solutions.
• Build credibility for AI across Ops through clear thinking, practical examples, and a strong view of where the real value is and where the risks are.
• Stay current on the AI landscape, emerging patterns, and market developments, and translate that into practical implications for how Ops should evolve.
• Work with central business enablement and capability teams so that new capabilities landing across the company are connected to Ops needs, and the right upskilling happens as use cases scale.
• Represent Operations in central engineering, making sure that Ops priorities are well understood, well framed, and well supported.
• Track progress and value delivered, and keep the focus on outcomes rather than activity.

What good looks like

• Ops has a clear and credible point of view on where AI should and should not be applied.
• The Domains have better clarity on where to focus and what will drive the biggest outcomes. 
• High-value use cases move fast from idea to implementation.
• The relationship between Ops and central engineering is stronger, with clearer translation between operational needs and technical delivery.
• AI adoption in Ops is deliberate, practical, connected to real workflow improvement.
• We build scalable solutions that drive meaningful outcomes.
• Teams are better equipped to work differently as new tools and workflows land.

What you bring

• Strong operational judgement. You understand how real work happens, where friction sits, and what it takes to redesign workflows in practice.
• Enough technical depth to have credibility with engineers and technical partners. You do not need to be the hands-on builder for every solution, but you do need to understand architectures, trade-offs, risks, and what good looks like.
• Deep curiosity in AI and adjacent technology. You naturally keep up with the space, understand where the market is moving, and can separate substance from hype.
• The ability to turn ideas into outcomes. You can move from concept to prioritisation to implementation, and you know how to avoid getting stuck in pilot mode.
• Strong executive presence. You can command respect with senior stakeholders, challenge constructively, and represent Operations well in cross-functional discussions.
• A practical, creative, solution-oriented mindset. 
• Long-term thinking. You can look beyond the next pilot or tool and help shape the foundations for where Ops needs to go over time.
• Strong cross-functional instincts. You are comfortable working across operations, engineering, data, product, enablement, and capability teams.

Who you are

• Led meaningful transformation in an operations or service environment.
• Built or scaled AI, automation, or digital workflow improvements beyond small experiments.
• Worked closely with engineering or technical teams and can hold your own in those conversations.
• Influenced senior leaders and moved cross-functional agendas forward without relying only on formal authority.
• Helped shape operating models, governance, or delivery mechanisms that made change more repeatable.
• Worked in an environment where pace, ambiguity, and practical execution all mattered.

Our Diversity, Equity and Inclusion commitments 

Our unique approach is a product of our diverse perspectives. This diversity of backgrounds and cultures is essential in helping us maintain our momentum. Our business and technical challenges are unique, and we need as many different voices as possible to join us in solving them - voices like yours. No matter who you are or where you’re from, we welcome you to be your true self at Adyen. 

Studies show that women and members of underrepresented communities apply for jobs only if they meet 100% of the qualifications. Does this sound like you? If so, Adyen encourages you to reconsider and apply. We look forward to your application!

What’s next?

Ensuring a smooth and enjoyable candidate experience is critical for us. We aim to get back to you regarding your application within 5 business days. Our interview process tends to take about 4 weeks to complete, but may fluctuate depending on the role. Learn more about our hiring process here. Don’t be afraid to let us know if you need more flexibility.

This role is based out of our Amsterdam office. We are an office-first company and value in-person collaboration; we do not offer remote-only roles.

About the Company

Gemini is a global crypto and Web3 platform founded by Cameron and Tyler Winklevoss in 2014, offering a wide range of simple, reliable, and secure crypto products and services to individuals and institutions in over 70 countries. Our mission is to unlock the next era of financial, creative, and personal freedom by providing trusted access to the decentralized future. We envision a world where crypto reshapes the global financial system, internet, and money to create greater choice, independence, and opportunity for all — bridging traditional finance with the emerging cryptoeconomy in a way that is more open, fair, and secure. As a publicly traded company, Gemini is poised to accelerate this vision with greater scale, reach, and impact.

The Department: People

The Role: Lead, Benefits

Reporting to the Associate Director, Total Rewards & Payroll, the Lead, Employee Benefits will own Gemini’s employee benefits and leave administration functions across the United States and Singapore. This role is responsible for the strategy, administration, compliance, vendor management, communication, and continuous improvement of Gemini’s employee benefits and leave programs while delivering a high-quality employee experience.

As the subject matter expert for Benefits and Leave Administration, you will have end-to-end accountability for health and welfare programs, employee leaves, vendor partnerships, compliance, reporting, and employee education. You will partner closely with Payroll, Finance, Legal, People Business Partners, Talent Acquisition, managers, and external vendors to ensure our programs remain competitive, compliant, and operationally effective.

This role requires exceptional judgment, discretion, analytical thinking, and the ability to independently drive strategic initiatives while maintaining strong day-to-day execution in a fast-paced environment.

Responsibilities:

• Own Gemini’s employee benefits and leave administration functions across the United States and Singapore.
• Lead the strategy, administration, communication, and continuous improvement of all employee benefits and leave programs.
• Evaluate market trends, employee feedback, utilization data, and business needs to recommend competitive and innovative benefits offerings.
• Lead benefits renewals in the United States and Singapore, including vendor evaluations, negotiations, plan design recommendations, implementation, and ongoing program management.
• Own the annual U.S. Open Enrollment process, including planning, system configuration, testing, employee communications, enrollment support, and post-enrollment reconciliation.
• Manage employee leave programs in partnership with third-party vendors, including FMLA, disability, parental leave, statutory leaves, company-sponsored leaves, and other applicable leave programs.
• Serve as the primary point of contact for leave administration vendors, ensuring timely case management, accurate employee communications, regulatory compliance, and a consistent employee experience throughout the leave lifecycle.
• Partner with People Business Partners, Payroll, Legal, managers, and external vendors to coordinate complex leave and accommodation cases.
• Maintain appropriate confidentiality while ensuring stakeholders receive the information necessary to effectively support employees and manage business operations.
• Serve as the primary relationship manager for benefits brokers, carriers, leave administrators, consultants, and other external vendors, holding partners accountable to service levels, contractual commitments, and compliance requirements.
• Partner with Payroll, Finance, Legal, and People Operations to ensure accurate benefits administration, payroll deductions, funding, reporting, and regulatory compliance.
• Develop and execute employee communications and education initiatives that improve awareness, understanding, and utilization of Gemini’s benefits and leave programs.
• Partner with Talent Acquisition to ensure employee benefits are accurately and effectively represented throughout the candidate experience.
• Build and maintain benefits and leave reporting, dashboards, and analytics to measure utilization, cost, vendor performance, employee engagement, and program effectiveness.
• Monitor leave trends, case management outcomes, vendor performance, and employee feedback, and recommend improvements to strengthen the employee experience and operational efficiency.
• Standardize, document, and continuously improve benefits and leave processes, controls, policies, and procedures across supported jurisdictions.
• Ensure compliance with all applicable federal, state, and local requirements within the United States, as well as applicable benefits and leave requirements in Singapore.
• Act as the escalation point for complex and sensitive employee benefits and leave questions.
• Support internal and external audits, regulatory reporting, testing, and compliance activities related to benefits and employee leaves.
• Identify opportunities to automate processes, strengthen controls, reduce administrative burden, and improve service delivery.
• Partner with the broader Total Rewards team on strategic initiatives where benefits or leave expertise is required.

Minimum Qualifications:

• Bachelor’s degree in Human Resources, Business Administration, or a related field, or an equivalent combination of relevant education, training, and experience.
• 8+ years of progressive experience administering and managing employee benefits programs.
• Demonstrated experience owning a corporate benefits function with end-to-end accountability.
• Experience supporting benefits programs in the United States and international markets; experience supporting Singapore is strongly preferred.
• Demonstrated experience leading U.S. benefits renewals and annual Open Enrollment.
• Experience administering employee leave programs in partnership with third-party vendors, including FMLA, disability, parental leave, and other statutory or company-sponsored leave programs.
• Working knowledge of U.S. employee benefits and leave requirements, including FMLA, ADA, and applicable state and local leave laws.
• Experience managing benefits brokers, carriers, leave administrators, consultants, and third-party vendors.
• Strong analytical, problem-solving, and critical-thinking skills, with the ability to make data-informed recommendations.
• Excellent project management and organizational skills, with the ability to independently manage multiple priorities and deadlines.
• Strong client-service orientation and the ability to manage complex or sensitive employee matters with discretion and empathy.
• Excellent written and verbal communication skills, including the ability to explain complex benefits and leave information clearly.
• Demonstrated judgment and ability to manage highly confidential and sensitive information.
• Strong attention to detail and commitment to operational accuracy.
• Ability to thrive in a fast-paced and evolving environment while balancing strategic initiatives with day-to-day execution.

Preferred Qualifications:

• Experience administering benefits through Dayforce and/or Workday, including benefits configuration and Open Enrollment.
• Experience supporting a transition from Workday to Dayforce or another HRIS or payroll platform.
• Experience administering employee benefits and leave programs in Singapore.
• Experience managing third-party leave administration vendors and supporting complex leave and accommodation cases.
• Experience supporting benefits implementations, HRIS migrations, or system optimization initiatives.
• Experience developing benefits and leave communications, employee education programs, and manager resources.
• Demonstrated ability to use analytics to evaluate and improve benefits and leave program effectiveness.
• Proven ability to identify opportunities for automation, process improvement, stronger controls, and improved employee service.
• Demonstrated ability to manage immediate operational priorities while advancing longer-term strategic initiatives.

• Competitive starting pay
• A discretionary annual bonus
• Long-term incentive in the form of a new hire equity grant
• Comprehensive health plans
• 401K with company matching
• Paid Parental Leave
• Flexible time off

Salary Range: The base salary range for this role is between $112,000 - $160,000 in the State of New York. This range is not inclusive of our discretionary bonus or equity package. When determining a candidate’s compensation, we consider a number of factors including skillset, experience, job scope, and current market data.

In the United States, we offer a hybrid work approach at our hub offices, balancing the benefits of in-person collaboration with the flexibility of remote work. Expectations may vary by location and role, so candidates are encouraged to connect with their recruiter to learn more about the specific policy for the role. Employees who do not live near one of our hubs are part of our remote workforce.

At Gemini, we strive to build diverse teams that reflect the people we want to empower through our products, and we are committed to equal employment opportunity regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity, or Veteran status. Equal Opportunity is the Law, and Gemini is proud to be an equal opportunity workplace. If you have a specific need that requires accommodation, please let a member of the People Team know.

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About the Role:

We are seeking a hands-on Legal Operations Partner to join the Legal & Compliance team .  In this role, you will own the systems, tools, and processes that enable our Legal & Compliance teams to build and scale and be at the forefront of driving AI solutions for the teams.   You will report to the Head of Legal Employment, Litigation & Legal Operations working cross functionally as a true strategic partner to the team. 

If you’re energized by building things that last, experimenting with emerging technology, and redefining what an in-house legal team can achieve, this is your opportunity to make a lasting impact.

About the Team:

Gusto’s Legal & Compliance team partners with product teams to enable innovation, facilitate responsible company growth, accelerate the Gusto roadmap, and provide compliant products to our customers, through solution-focused counsel on legal and business risks. We are passionate about using groundbreaking technology and excellent service to elevate the experience of small business owners and their employees. Each team member is a true owner and makes a tremendous impact every day.  

Here’s what you’ll do day-to-day:

• Drive the Legal & Compliance team’s operational strategy, understand operational challenges, identify opportunities to improve systems and workflows
• Maintain and optimize a best in class AI driven tech stack.  Partner cross functionally with AI and Contract Operations to identify technologies, negotiate with vendors, and drive implementation. 
• Partner closely with Finance and Legal leadership to manage budget, forecasting, accruals, and track spend
• Working closely with leadership, own planning cycles, OKRs, and data reporting and metrics
• Manage outside counsel relationships, including new engagements, billing guidelines invoicing, and e-billing.  Drive outside counsel management strategy with a focus on cost discipline and operational accountability
• Build and maintain knowledge management platforms and learning and development programs that keep the team current and operating effectively.
• Run the day-to-day operations of the Legal & Compliance team, driving efficiencies that enable the team to perform its best work.  (e.g. manage vendors, attorney memberships, internal practice guidelines, expenses, team meetings)
• Represent Gusto within the Legal Operations community, staying current on emerging technologies and best practices.

Here’s what you’ll need for this role:

• 5+ years of legal operations experience at a high-growth technology company
• Hands on expertise with legal tooling-selection, implementation, and day-to-day operation (CLM, e-billing, matter management, procurement systems)
• Experience implementing AI and technology within legal operations
• Hands-on experience with AI-assisted legal tools and a fluency (or path to fluency) in agentic / automated legal workflows (e.g. Claude CoWork)
• Experience engaging and managing outside counsel, legal spend, budgeting, and program management
• Proven ability to build and maintain metrics and reporting frameworks, including operational KPIs
• Exceptional communication skills and the ability to influence stakeholders across Legal, Finance, IT, Security, and Procurement
• A builder's mindset — demonstrated success building and improving processes, not just running them, with measurable results

Here’s what we’d love to see you bring to the table:

• Legal Operations community involvement (CLOC, Legal Suite)
• Experience at a SaaS or otherwise high-velocity technology company
• Creative problem-solving skills and the confidence to take smart risks
• Energy, curiosity, and a drive to be part of something groundbreaking
• A team-first approach, with no job too big or too small

Our cash compensation amount for this role is $133,000-$160,000 in San Francisco and $113,000-$139,000 in Denver. Final offer amounts are determined by multiple factors including candidate location, experience and expertise and may vary from the amounts listed above.