Senior Product Manager, Benefits

Remote from
USA flagCanada flag
USA, Canada
Salary, yearly, USD
153,000 - 230,000
Employment type
Full Time,
Job posted
Apply before
22 Aug 2025
Experience level
Senior
Views / Applies
12345 / 123

About Gusto

We serve 200,000+ new and growing businesses with modern payroll, benefits, and HR tools.

Actively Hiring
5.0 Rated
Verified job posting
This job post has been manually reviewed for authenticity and compliance.

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 400,000 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

By the Numbers:

  • Named #1 best software for small business of 2024 by G2
  • 2,700+ employees in the United States, Canada, Mexico, and Turkiye and growing 
  • Over $500M in annual revenue 
  • The SMB market is large (and growing!) with huge opportunities for Gusto to make an incredible impact for SMBs 
    • There are 6.2M employers in the US, 98% have fewer than 100 employees (1) 
    • 550,000 new businesses are created each year in the US (1) 

What Product Management is like at Gusto:

  • We’re looking for high-autonomy, entrepreneurial Product Managers to come build high-impact solutions for small businesses and their employees. We believe in high-ownership Product Managers who operate like business owners – owning an entire roadmap end to end and shipping product all the way from strategy through to the nitty gritty details (some describe this kind of role as a “GM” type role).
  • Our Product team is lean, which means you’ll have a high degree of impact and ownership. 
  • We’re here to serve small and medium businesses. Gusto has a strong mission-driven culture, and we care deeply about lifting up these business owners. 

About the Team: 

Gusto Benefits is on a mission to expand and enable access to quality health and financial benefits. We aspire to be the #1 Benefits solution for Small & Mid-Sized Businesses. Large employers have teams of experts helping them craft high-quality and cost-effective benefits packages. SMBs have Gusto.

Our Benefits Product team is responsible for the full stack of Gusto’s Benefits product, including the front-end app, its underlying platform services, and internal tooling for our Operations teams. As part of Gusto’s Benefits Product team, this role will focus on reimagining the benefits enrollment experience and refining the underlying enrollment system. You’ll be joining a collaborative team that tackles meaningful, high-impact challenges core to our mission.

Here’s what you’ll do day-to-day:

  • North Star: Deliver meaningful improvements to how small business employees access and engage with their benefits. A key aspect of this will involve developing a thoughtful benefits enrollment experience that enables employees to make informed decisions about which benefits to enroll in, ultimately increasing benefit elections.
  • Ownership: As the end-to-end owner, you will be responsible for developing a strategy to address key customer challenges in the benefits space, while driving adoption and enhancing the customer experience. 
  • Collaborate: You’ll work closely with multiple teams, including engineering, design, data science, sales, and customer experience, to craft and drive the roadmap.

Here’s what we’re looking for: 

  • 5+ years of hands-on product management experience or 8+ years of relevant experience.
  • Proven track record of effective execution and building consumer-facing products that customers love.
  • Strong cross-functional collaboration with both technical and non-technical leaders and teams.
  • Ability to identify emerging opportunities and industry trends, build business cases, define product strategy, and create a supporting roadmap.
  • Entrepreneurial, driven, passionate about our mission, and have deep empathy for our customers.
  • Experience working in operationally complex spaces and regulated industries.

If you don’t think you meet all of the criteria above but still are interested in the job, please apply. Nobody checks every box, and we’re looking for someone excited to join the team.

Our cash compensation amount for this role is $153,000/yr to $191,000/yr in Denver & most major metro locations, and $186,000/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.

Where do PMs at Gusto work?

We have offices in Denver, San Francisco, and New York and have remote team members across the US and Canada. We are actively hiring for the following Centers of Gravity: Toronto, Canada, Atlanta, GA, Austin, TX, Chicago, IL, Denver, CO, Los Angeles, CA, Miami, FL, and Seattle, WA. Our open roles will specify on the careers page and in the job description where the position is eligible for work. 

(1) Business Applications with Planned Wages (www.census.gov)

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. 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.

Apply now >

This job listing has been manually reviewed by the Jobicy Trust & Safety Team for compliance with our posting guidelines, including verification of the company's legitimacy, accuracy of job details, clarity of remote work policy, and absence of misleading or fraudulent content.

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FAQ

What position is Gusto hiring for?

Gusto is hiring a remote Senior Product Manager, Benefits from 🇺🇸 USA, 🇨🇦 Canada

What type of employment does Gusto offer?

This is a Full Time role.

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