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Lead high‑priority, cross‑functional programs that span product, engineering, and customer experience, creating and managing program plans, charters, roadmaps, and AI‑enabled readiness plans, and translating complex technical concepts into clear updates for stakeholders.
8+ years in program or project management with experience delivering large, complex, AI‑driven initiatives; strong stakeholder management, service design knowledge, quantitative analysis, executive presence, and proficiency with tools like Asana, JIRA, Notion, Airtable, Excel/Google Sheets.
The role drives Gusto’s strategic vision for customer experience, ensuring seamless operational readiness for new product and feature launches and influencing senior leaders to improve service delivery for small‑business customers.
A seasoned, data‑savvy program manager who thrives on cross‑functional collaboration, enjoys solving technical challenges with AI, and can influence senior executives while championing continuous process improvement.
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.
As a Strategic Program Manager at Gusto, you will play a pivotal role in shaping the future of our customer experience within an increasingly AI-enabled environment. This is a unique opportunity for a seasoned program manager to drive significant strategic initiatives at Gusto.
You will partner closely with executive leadership across Customer Experience, Product, Engineering, Data, Design, and Operational Teams. You will navigate complex challenges, execute large-scale cross-functional programs, and bring Gusto's strategic vision to life. You will set the standard for how Gusto prepares the business for critical technical and operational change, ensuring our service model evolves seamlessly with new product and feature launches. Your work will demand a deep customer obsession, strategic foresight, meticulous attention to detail, and a highly creative approach to problem-solving.
The Program Management Office (PMO) is at the heart of planning and executing Gusto's highest priorities impacting the customer. Directly supporting multiple teams, we drive impact through crystal clear priorities, robust roadmaps, and organizational rigor. We are committed to building operational excellence and continuously improving how we deliver outstanding service experiences.
Our cash compensation amount for this role is $150,640 to $185,789 in Denver & most major metro locations and $177,020 to $218,325 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.
