About Gusto

Gusto is a modern, online people platform that helps small businesses take care of their teams. On top of full-service payroll, Gusto offers health insurance, 401(k)s, expert HR, and team management tools. Today, Gusto offices in Denver, San Francisco, and New York serve more than 300,000 businesses nationwide.

Our mission is to create a world where work empowers a better life, and it starts right here at Gusto. That’s why we’re committed to building a collaborative and inclusive workplace, both physically and virtually. Learn more about our Total Rewards philosophy

About the Role:

In this role, you’ll have a meaningful impact on Gusto’s second largest product and business. Gusto Benefits is on a mission to expand and enable access to quality health and financial benefits. We aspire to be the #1 broker for SMBs. Large employers have Enterprise brokers, Third Party Administrators, and Benefits Consultants on retainer. SMBs have Gusto.

About the Team:

The Benefits team is responsible for the end-to-end stack of Gusto's health insurance brokerage and financial benefits, including the customer-facing app, underlying platform services, and internal tooling for our Operations teams. As a Senior Product Manager, you will be provided an opportunity to play a pivotal role in fulfilling Gusto’s mission and growing the business.

We are looking for two Senior Product Managers to join our Product Management organization under the Benefits team. The focus areas include:

  • Owning our main user-facing journey and growing Gusto’s health insurance brokerage. The Senior Product Manager on our core experience team will be responsible for product experiences to drive new customer acquisition for a $X00M+ business unit.
  • Owning the vision, strategy, and roadmap for scaling the management and fulfillment of Gusto’s health insurance brokerage. The Senior Product Manager on fulfillment automation will lead a team responsible for leveraging different technologies (APIs and EDI) to integrate with health insurance carriers and middleware providers to fulfill benefits.

Here’s what you’ll do day-to-day:

  • Drive the roadmap for guiding small and mid-sized businesses on optimally offering benefits specific to their firmographics, employee needs and budget across the country, and the globe. 
  • Build a vision for how Gusto invests in benefits for the long-term and business cases for expanding our benefits offerings and new teams in support of that vision. 
  • Be an end to end owner of products and businesses responsible for adoption, customer experience, and cost to serve.

Here’s what we're looking for:

  • 5+ years of hands-on Product Management experience 
  • Exceptional cross-functional collaborator and leader
  • Ability to identify emerging opportunities and industry trends, build business cases, define product vision and strategy, and create a supporting roadmap that rapidly iterates into delivering on your vision
  • Entrepreneurial, driven, passionate about our mission, and have deep empathy for our customers
  • Built products at scale with good UX that users love
  • Bonus points for insurance industry experience or experience in a regulated industry (e.g., fintech, property-tech, etc.)

Our cash compensation amount for this role is targeted at $144,000 to $178,000/yr in Denver & most major metro locations, and $186,000 to $230,000/yr for San Francisco, New York, & Seattle. 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.


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. If you require assistance in filling out a Gusto job application, please reach out to candidate-accommodations@gusto.com.

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Our customers come from all walks of life and so do we. We hire people from a wide variety of backgrounds, not just because it’s the right thing to do, but because it helps us to build better products, better serve our customers, and makes our company stronger. 

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