Principal Product Manager, Agentic Benefits Operations

Gusto

San Francisco, CA, United States
$210,000pyr to $263,000pyr
On-site
Lead long-term strategy for benefits platform
Drive research and define product direction
Partner across product, engineering, cx, sales, and operations
Gusto is on a mission to grow the small business economy by handling payroll, health insurance, 401(k)s, and HR

Job Summary

  • Gusto is on a mission to grow the small business economy by handling payroll, health insurance, 401(k)s, and HR.
  • This role owns the transformation of Gusto's benefits administration platform, encompassing agentic workflows, customer-facing experiences, internal tooling, and carrier integrations.
  • The Product team is lean, empowering individuals with high impact and ownership, and encouraging boundaryless building with AI as a co-builder.

Matching Summary

Gusto is on a mission to grow the small business economy by handling payroll, health insurance, 401(k)s, and HR.

Salary

$210,000/yr to $263,000/yr

Skills & Requirements

Must-have

  • Lead long-term strategy for benefits platform
  • Drive research and define product direction
  • Partner across Product, Engineering, CX, Sales, and Operations
  • Accelerate execution and create clarity
  • Systems thinker with AI-driven workflows experience

Nice-to-have

  • Experience in operations platforms and process transformation
  • Benefits experience is a plus
  • Comfort operating without a clear playbook
  • Curiosity, experimentation, and AI-native craft

Key Requirements

  • 8+ years of product management experience
  • Experience leading large, complex, cross-functional initiatives
  • Strong strategic thinking and communication skills
  • Bias towards action and comfort with ambiguity

Work Rights

Not specified

Tailored Resume

Cover Letter