Head of Product, Payroll

Gusto Gusto · Fintech · Toronto, ON +3 · Remote · Product Management

Gusto is seeking a Head of Product to lead their core Payroll product and business area. This role involves defining strategy, roadmap, and business performance, leading a product team, and collaborating with cross-functional departments to deliver an exceptional Payroll experience. The ideal candidate has extensive product management experience, particularly in SMB-focused software and regulated categories, with a strong track record of building and scaling mission-critical products.

What you'd actually do

  1. Take ownership of the Payroll product and business area from end to end.
  2. Define and drive the long-term vision and strategy for Gusto Payroll, charting the future of how small businesses will pay and empower their teams, and positioning Payroll for its next era of growth and scale.
  3. Work with a strong cross-functional team of Engineers, Product Managers, Designers, and Data Scientists to bring your product strategy to life for customers.
  4. Directly coach and lead a talented team of senior product managers.

Skills

Required

  • 15+ years of hands-on product management experience across all roles/levels
  • at least 5+ years leading and managing PMs (ideally teams of >=5)
  • people-first leader who builds, mentors, and empowers senior PMs
  • fosters an inclusive product culture
  • inspires teams to deliver with clarity, ownership, and accountability
  • Background in SMB-focused software
  • Strong track record of building and scaling large, mission-critical products
  • ability to break down multi-year initiatives into pragmatic, high-impact launches
  • Skilled at collaborating across Engineering, Design, Data, Ops, Compliance, Finance, and GTM teams

Nice to have

  • experience working in complex areas and regulated categories

What the JD emphasized

  • complex areas and regulated categories strongly preferred