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Principal Product Manager

Gusto

full-remoteleadpermanentproduct-management Full remote 73 days ago via WTTJ

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Tags

Product ManagementPlatform StrategyRoadmappingComplianceFintechAI ProductMulti-year InitiativesCross-functional LeadershipSystem ThinkingTax Platform

About the role

Role Overview

As a Principal Product Manager at Gusto, you will own the strategy, roadmap, and execution for foundational Tax Platform systems. You’ll collaborate across teams to connect platform initiatives to customer outcomes, advocating for solutions that are durable, scalable, and built for long-term platform health.

Key Missions

  • Own the Tax Platform strategy, roadmap, and execution across multiple quarters and years.
  • Define and evolve a clear Tax Platform strategy aligned with Gusto’s broader Tax strategy.
  • Guide prioritization, sequencing, and tradeoffs for day-to-day execution.
  • Partner with Engineering, Compliance, Legal, CX, Data Science, and Product to align priorities, unblock dependencies, and drive adoption of shared platform capabilities.

Requirements

  • 8+ years of product management experience, including meaningful ownership of platform teams and multi-year platform strategy.
  • Proven success in complex, multi-product environments with cross-team dependencies and internal platform customers.
  • Comfort operating in regulated/compliance-sensitive domains such as payroll tax, fintech, HR, or legal tech; strong emphasis on accuracy, auditability, and customer trust.
  • Ability to partner closely with engineering and translate platform decisions into customer impact and business outcomes.
  • Strong system-level thinking and product judgment; navigate ambiguity and make hard tradeoffs without relying on consensus.

Nice-to-Haves

  • Experience building AI-driven features or strong POV on product building in the age of AI.
  • Experience evolving or modernizing critical systems while balancing short-term delivery with long-term risk reduction.

Note

If you don’t meet every requirement but are interested, Gusto encourages you to apply.

About Gusto

Gusto is a mission-driven company focused on serving small and medium businesses. It builds payroll and related HR/tax experiences and operates in compliance-sensitive domains where accuracy and customer trust are critical.

Scraped 5/12/2026