Principal Product Manager, Tax Platform

Overview

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 support more than 400,000 small businesses and are building a workplace that represents the customers we serve.

Key metrics and context include: 2,700+ employees in the United States, Canada, Mexico, and Turkiye; over $500M in annual revenue; the SMB market is large and growing; 6.2M employers in the US, 98% with fewer than 100 employees; 550,000 new businesses are created each year in the US.

• High-autonomy, entrepreneurial Product Managers who own end-to-end roadmaps, from strategy setting to execution.
• Lean product teams with a high degree of impact and ownership.
• A mission-driven culture focused on lifting up small and medium businesses.

Tax is a critical pillar of Gusto’s platform. The Tax Platform team owns the core systems that determine tax liabilities are calculated, tracked, paid, reconciled, and filed for more than 400,000 small businesses. These systems sit at the intersection of money movement, regulatory compliance, and customer trust. The team provides shared capabilities used across Tax, Compliance, and R&D to shape how tax data flows and how others build on Gusto’s tax foundation.

This is high-leverage, system-level work focused on modernizing legacy systems, improving correctness and traceability, and creating durable platform capabilities that reduce risk and unlock faster product development. We partner with Engineering, Compliance, Legal, CX, Data Science, and Operations to keep the tax platform accurate, scalable, and resilient as the business grows.

• Ownership
  :
  Own the strategy, roadmap, and execution for foundational Tax Platform systems, shaping direction across multiple quarters and years.
• North Star
  :
  Define and evolve a clear Tax Platform strategy aligned with Gusto’s broader Tax strategy; guide prioritization, sequencing, and tradeoffs.
• Collaborate & Evangelize
  :
  Partner with Engineering, Compliance, Legal, CX, Data Science, and Product teams to align priorities, unblock dependencies, and drive adoption of shared platform capabilities; translate platform work to customer and business outcomes.
• Customer Impact
  :
  Tie platform initiatives to customer outcomes using data and domain expertise to improve accuracy, timeliness, trust, and operational reliability.
• Execution Excellence
  :
  Advocate for durable, correct, and scalable solutions while maintaining momentum through incremental delivery, thoughtful sequencing, and clear success metrics.

• 8+ years of product management experience with ownership of platform teams and multi-year initiatives.
• Experience operating in complex, multi-product environments with cross-team dependencies.
• Strong system-level thinking and product judgment; ability to navigate ambiguity and drive clarity.
• Experience evolving or modernizing critical systems, balancing short-term delivery with long-term health and risk reduction.
• Comfort in regulated or compliance-sensitive domains (e.g., payroll tax, fintech, HR, or legal tech) with emphasis on accuracy and auditability.
• Proven ability to partner with engineering teams and translate platform decisions to customer impact and business outcomes.
• Strong POV on building products in the AI era; experience with AI-driven features is a plus.

If you don’t meet every criterion, you’re encouraged to apply. We value curiosity and potential to contribute to the team.

Cash compensation for this role ranges from $180,000 to $224,000/year in Denver and most major metro locations, and $210,000 to $263,000/year for San Francisco, New York, & Seattle. Final offers depend on location, experience, and expertise and may vary from the amounts listed above.

We have offices in Denver, San Francisco, and New York and remote team members across the US and Canada. We are hiring for hubs including Toronto and Seattle. Open roles specify eligibility for work on the careers page and…