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[Remote] Senior Product Manager, Contractor Products

Work from home Full-time role Hiring

Note: The job is a remote job and is open to candidates in USA. Gusto is on a mission to grow the small business economy by handling essential services like payroll and HR for small businesses. They are seeking a Senior Product Manager for their Contractor Products team to lead strategy and execution in contractor management, focusing on simplifying processes for small and medium-sized businesses.

Responsibilities

  • Lead long-term strategy. This includes driving research, defining customer and market positioning, shaping product direction, and identifying the investments and internal capabilities required for success. You’ll translate this strategy into actionable guidance that informs company-wide planning and execution
  • Build a long-term vision for how Gusto invests in contractor products—defining how we can simplify contractor management for SMBs and create durable competitive advantage
  • Partner across Product, Engineering, Compliance, Legal, CX, Marketing, Sales, and Operations to uncover insights, validate assumptions, and build alignment. You’ll help create shared understanding and ensure cross-functional teams are set up to deliver
  • Drive execution as a boundaryless builder — doing whatever it takes to achieve outcomes. You will use AI as your co-builder to turn complex problems into durable, customer-loved solutions with urgency and care

Skills

  • 5+ years of hands-on Product Management experience
  • Proven track record of building 0-to-1 products—taking ideas from discovery through launch and iteration
  • Strong customer discovery and product research skills with the ability to translate insights into actionable product strategies
  • Solid data acumen with the ability to use data to inform decisions, set goals, and measure success
  • Experience with AI tools and a vision for how AI can transform product experiences
  • Exceptional cross-functional collaborator and leader—a great listener who naturally brings teams and stakeholders along, yet doesn't hesitate to make hard decisions when needed
  • Ability to identify emerging opportunities, build business cases, define product vision, and create supporting roadmaps
  • Entrepreneurial mindset, driven by our mission, with deep empathy for small business owners and their contractor workforce challenges
  • A proven track record of building products that customers love

Benefits

  • All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success.
  • Offer amounts are determined by role, level, and location.
  • Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role).
  • When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required.

Company Overview

  • Gusto is an HR and payroll platform that simplifies complex tasks, empowering businesses to focus on what matters most. It was founded in 2011, and is headquartered in San Francisco, California, USA, with a workforce of 1001-5000 employees. Its website is https://www.gusto.com.
  • Company H1B Sponsorship

  • Gusto has a track record of offering H1B sponsorships, with 8 in 2026, 49 in 2025, 54 in 2024, 19 in 2023, 37 in 2022, 24 in 2021. Please note that this does not guarantee sponsorship for this specific role.
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