Senior Product Manager, Contractor Products
About The Position
At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff—like payroll, health insurance, 401(k)s, and HR—so owners can focus on their craft and customers. With teams in Denver, San Francisco, and New York, we’re proud to support more than 400,000 small businesses across the country, and we’re building a workplace that represents and celebrates the customers we serve. Learn more about our Total Rewards philosophy. 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.
Requirements
- 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
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.
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What This Job Offers
Job Type
Full-time
Career Level
Mid Level
Education Level
No Education Listed
