Senior Product Manager, Contractor Products

About Gusto

At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve.

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. Learn more about our Total Rewards philosophy .

AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.

By the Numbers:

• Named #1 best software for small business of 2024 by G2

About the Team:

Contractors is one of Gusto's fastest-growing business segments. The Contractor Products team owns end-to-end contractor management for SMBs—from onboarding to payments to compliance, across domestic and international contractors. With massive white space ahead, you'll have the chance to take products from 0→1 and beyond, solving real problems for hundreds of thousands of small businesses. We’re looking for someone with experience building 0→1 and able to own and drive growth levers for the contractors business.

Here’s what you’ll do day-to-day:

• Ownership: 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.
• North Star: 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
• Collaborate : 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.
• Make it happen. Be the pace setter. 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.

Here’s what we're looking for:

• 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 a