Senior Product Manager, Contractor Products

Gusto is on a mission to grow the small business economy by handling essential services like payroll and HR. The Senior Product Manager for Contractor Products will lead the strategy and execution for contractor management solutions, driving product development from inception to launch while collaborating across various teams.

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

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