Principal Product Manager, Gusto Retirement

About Gusto At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff—like payroll, health insurance, 401(k)s, and HR—so owners can focus on their craft and customers. With teams in Denver, San Francisco, and New York, we’re proud to support more than 400,000 small businesses across the country, and we’re building a workplace that represents and celebrates the customers we serve. Learn more about our Total Rewards philosophy . 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 Team: Gusto Retirement helps small businesses offer cost-effective, easy-to-use retirement solutions so more people can build toward a secure retirement. We’re looking for a Principal Product Manager to lead growth initiatives across our Retirement product, driving adoption and engagement end-to-end. You’ll set strategy and priorities, run experiments, and ship improvements from ideation through execution to accelerate growth across key funnels (employer setup, employee enrollment, and ongoing contributions). You’ll also explore new product opportunities/JTBD that expand how we serve SMBs and unlock new avenues for growth Here’s what you’ll do day-to-day: Ownership: Lead growth initiatives across Gusto Retirement, owning key funnels and levers that increase adoption, engagement, and retention for SMBs and their employees. North Star: Set a long-term growth vision and strategy. Define the biggest problems to solve, where we can win, and the roadmap of bets to get there. Explore new opportunities: Identify new product opportunities/JTBD (new surfaces, features, or offerings) that unlock step-function growth and expand who we serve. Collaborate and influence: Partner closely with Engineering, Design, Data, Ops/Compliance, Legal, Marketing, Finance, and more to align on strategy, make smart tradeoffs, and deliver results. Measurement: Define KPIs, baselines, and instrumentation; run rigorous experiments and reviews to ensure we’re improving customer outcomes and business health. Make it happen: Be the pace setter. Drive execution with urgency and high standards, unblocking the team however needed. Use AI as a co-builder to move faster from insight → iteration → durable, customer-loved solutions. Here’s what we're looking for: 8+ years of product management experience in B2B SaaS or the Fintech/Regtech space Experience building and scaling products in high growth startups and highly regulated domains Excellent analytical skills with the ability to translate complex business problems into clear, concise product requirements. Proficiency in SQL Curiosity and a passion for fintech and financial products Comfortable with ambiguity; track record of using customer insights and data to establish clear product goals and priorities Strategic platform thinker with the ability to balance the big picture while diving deep into details and making quick decisions. Bachelor's degree in computer science, engineering, or a related field (preferred). 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/yr to $224,000/yr in Denver & most major metro locations, and $210,000/yr to $263,000/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. 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