Principal Product Manager, Solo

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.

• 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)

• We’re looking for high-autonomy, entrepreneurial Product Managers to build high-impact solutions for small businesses and their employees. We believe in high-ownership Product Managers who operate like business owners — owning an entire roadmap end to end and shipping product all the way from strategy through to the nitty-gritty details (some describe this kind of role as a “GM” type role).
• 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.

Gusto Solo is our newest product offering, designed to help solopreneurs seamlessly pay themselves and manage their businesses — all in one compliant, easy‑to‑use intelligent platform.

As the Principal Product Manager, you’ll chart the course for Gusto Solo’s next phase of growth. With the MVP now live, this role is about scaling — shaping the vision, deepening product‑market fit, and unlocking new, AI‑powered opportunities for solopreneurs. You’ll collaborate closely with a fully staffed, high‑performing cross‑functional team that’s passionate about serving this customer base. This is a critical role — your work will directly shape one of Gusto’s key growth drivers and define what an AI‑first customer experience looks like for millions of small business owners.

• Own the vision and strategy. Set the long‑term direction for Gusto Solo — defining the big problems we can solve well and building toward durable competitive advantage. You’ll do this by continuously uncovering and deeply understanding customer needs, testing risky assumptions, running lean experiments, and staying close to trends and the market environment as the product evolves toward product‑market fit.
• Collaborate and influence. Partner across every function — Engineering, Design, Data Science, Service Delivery, Marketing, Finance, and more — to bring your bold vision to life. You’ll rally cross‑functional teams and leaders around a shared strategy, building alignment and momentum to make that vision a reality.
• Make it happen. Be the pace setter. Drive execution as a boundariless builder — doing whatever it takes to achieve outcomes. You will use AI as your co‑builder to turn complex problems into durable, customer‑loved solutions with urgency and care.