Senior Product Manager, Tax Payments and Filing
About the role
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.
This is high-leverage, deeply technical product work at the core of what makes Gusto trustworthy.
Responsibilities
- 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.
- Partner across Engineering, Design, Operations, Compliance, Legal, and CX to find where the real friction is, validate solutions, and build alignment.
- Primary customers are internal, the Operations and Compliance teams, and your job is to make them dramatically more effective.
- Prototype, get into the weeds of tax, and use AI to ship scalable solutions faster than the rules can change.
- Turn the real complexity of tax into systems that just work, and own the outcome end to end.
Requirements
- 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.
- Use data to find the highest-leverage opportunities, set goals, and measure impact.
- Exceptional cross-functional partner, especially with internal customers like Operations and Compliance and with engineering.
- Ability to bring structure to ambiguity: define direction, sequence the work, and make deliberate prioritization tradeoffs based on clear frameworks.
Qualifications
- Comfortable with change and thriving in ambiguity.
- Curiosity, experimentation, and AI-native craft to shape how products (and work itself) are built at Gusto.
Skills
- Product management skills
- Technical fluency
- AI and automation experience
- Collaboration and partnership
- Decision-making and trade-off prioritization
Benefits
- Competitive base pay, benefits, and equity (RSUs)
- Flexible work arrangements, including remote work options
- Health insurance
- 401(k) contributions
- Employee assistance programs
Pay
Cash compensation amount for this role is $152,000/yr to $190,000/yr in Denver & most major metro locations, and $184,000/yr to $230,000/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.
Schedule
Employees who are based in Gusto's Denver, San Francisco, and New York City offices will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role).
Remote team members across the US and Canada are expected to have a secure, reliable, and consistent internet connection, including non-office days for hybrid employees.