Gusto Logo

Gusto

Senior Product Manager, Contractor Products

Posted 11 Days Ago
Easy Apply
Hybrid
Boston, MA, USA
152K-230K Annually
Senior level
Easy Apply
Hybrid
Boston, MA, USA
152K-230K Annually
Senior level
The Senior Product Manager will lead the strategy for contractor products, collaborate across teams, and drive the execution of new initiatives. Requires 5+ years of product management experience, strong research skills, and an entrepreneurial mindset.
The summary above was generated by AI

 

About Gusto

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.

 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 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

Our cash compensation amount for this role is $152,000/yr to $190,000/yr in Denver & most major metro locations, and $184,000/yr to $230,000/yr for San Francisco, Seattle & New York. Final offer amounts are determined by multiple factors including candidate location, experience and expertise and may vary from the amounts listed above.

Gusto has physical office spaces in Denver, San Francisco, and New York City. 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). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas. 

When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.

Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto. 

Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.

Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.

Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.

Top Skills

Ai Tools

Similar Jobs at Gusto

7 Hours Ago
Easy Apply
Hybrid
Easy Apply
189K-265K Annually
Senior level
189K-265K Annually
Senior level
Fintech • HR Tech
Lead and oversee the operational aspects of the People function at Gusto, managing multiple teams and driving compliance, technology innovations, and strategic execution.
9 Hours Ago
Easy Apply
Hybrid
Easy Apply
163K-247K Annually
Senior level
163K-247K Annually
Senior level
Fintech • HR Tech
As a Senior Software Engineer, you will architect and maintain data infrastructure, build scalable data pipelines, and collaborate with cross-functional teams to support business goals.
Top Skills: AirflowAWSClickhouseEmrKafkaKinesisMskPythonRedshift
9 Hours Ago
Easy Apply
Remote or Hybrid
Easy Apply
164K-260K Annually
Senior level
164K-260K Annually
Senior level
Fintech • HR Tech
The job involves architecting, building, and refining Gusto's Android app, enhancing user experience, collaborating with teams, and scaling services while maintaining mobile infrastructure.
Top Skills: AndroidKotlin

What you need to know about the Boston Tech Scene

Boston is a powerhouse for technology innovation thanks to world-class research universities like MIT and Harvard and a robust pipeline of venture capital investment. Host to the first telephone call and one of the first general-purpose computers ever put into use, Boston is now a hub for biotechnology, robotics and artificial intelligence — though it’s also home to several B2B software giants. So it’s no surprise that the city consistently ranks among the greatest startup ecosystems in the world.

Key Facts About Boston Tech

  • Number of Tech Workers: 269,000; 9.4% of overall workforce (2024 CompTIA survey)
  • Major Tech Employers: Thermo Fisher Scientific, Toast, Klaviyo, HubSpot, DraftKings
  • Key Industries: Artificial intelligence, biotechnology, robotics, software, aerospace
  • Funding Landscape: $15.7 billion in venture capital funding in 2024 (Pitchbook)
  • Notable Investors: Summit Partners, Volition Capital, Bain Capital Ventures, MassVentures, Highland Capital Partners
  • Research Centers and Universities: MIT, Harvard University, Boston College, Tufts University, Boston University, Northeastern University, Smithsonian Astrophysical Observatory, National Bureau of Economic Research, Broad Institute, Lowell Center for Space Science & Technology, National Emerging Infectious Diseases Laboratories

Sign up now Access later

Create Free Account

Please log in or sign up to report this job.

Create Free Account