Senior Product Manager

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.

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.

Every employer has to pay and file its taxes correctly and on time: to the right agency, the right form, the right day. At Gusto, our Tax Payments & Filings team owns that promise for more than 500,000 businesses and millions of employees, moving billions of dollars to federal, state, and local agencies. You'll join the team building the tooling, automation, and AI-enabled systems that keep Gusto ahead of constant regulatory change, working shoulder-to-shoulder with the Operations and Compliance teams who are your primary customers and the engineers who know this domain deeply. It's high-leverage, deeply technical product work at the core of what makes Gusto trustworthy.

• Own the investment strategy for how Gusto gains leverage over tax compliance. Decide where the team places its bets, which capabilities to build, and how to sequence them for the biggest return, and set the long-term direction for where tax compliance at Gusto is headed. You'll make the hard tradeoffs about where we spend our time and resources and turn them into a clear plan the team can execute against.
• Partner across Engineering, Design, Operations, Compliance, Legal, and CX to find where the real friction is, validate solutions, and build alignment. Your primary customers are internal, the Operations and Compliance teams, and your job is to make them dramatically more effective.
• Make it happen. You're here to build, hand in hand with your team. You'll prototype, get into the weeds of tax, and use AI to ship scalable solutions faster than the rules can change. You'll turn the real complexity of tax into systems that just work, and you'll own the outcome end to end.

• 5+ years of hands-on product management experience, including ownership of internal-facing platforms, tooling, or operational systems.
• A track record of driving leverage: building automation, tooling, or system improvements that removed real work.
• Strong technical fluency and a genuine partnership with engineering, with comfort operating in complex codebases.
• Experience in a compliance-driven or highly regulated domain, where correctness isn't optional and a government agency or regulator is effectively a stakeholder (ex. financial services, banking, insurance, tax, healthcare, or benefits).
• Hands-on experience with AI and automation.
• You use data to find the highest-leverage opportunities, set goals, and measure impact.
• An exceptional cross-functional partner, especially with internal customers like Operations and Compliance and with engineering.
• Ability to bring structure to ambiguous problems.