Senior Product Manager, Benefits

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 shaping the product from strategy setting through the nitty gritty execution details.
• 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 is building a Professional Employer Organization (PEO) offering to serve more complex small businesses with a bundled solution for HR, payroll, benefits, and compliance. It’s one of our most strategic initiatives, and allows us to deliver on a mission to lower the cost of health insurance for SMBs.

We are looking for a Senior Product Manager to lead Gusto’s PEO Benefits strategy. You’ll be responsible for defining what the offering is, what product and operational capabilities we need, and how we position PEO against our existing Benefits offering. Rather than inheriting a roadmap, you will create one and scale the PEO offering from 1 to 1,000 customers (and beyond).

Here’s what you’ll do day-to-day:

• Ownership : Lead the development of Gusto’s PEO Benefits strategy and roadmap. This includes defining the Benefits offering, product requirements, and working with our carrier partner to define and execute a pilot.
• North Star : Launch the Gusto PEO Benefits offering and craft a thoughtful strategy that scales us from 1 to 1,000+ customers.
• 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 on the PEO opportunity.
• Accelerate Execution : We have an ambitious goal to launch a PEO quickly, and you will be responsible for getting us there by unblocking the team, making smart trade offs, and ensuring we’re bringing a high quality Benefits offering to customers.

Here’s what we're looking for:

• 5+ years of product management experience, ideally with additional professional experience in roles that involved leading large, complex, and cross-functional initiatives
• Strong strategic thinking and the ability to connect work across customer needs, product design, internal operations, pricing, and go-to-market
• Experience with PEOs, payroll systems, benefits administration, or bundled HR services is strongly preferred
• Excellent communication and storytelling skills, with a talent for making complexity understandable and actionable
• A bias towards action, comfort operating without a clear playbook, and a desire to drive meaningful progress on long-term company priorities

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 targeted at $152,000 to $190,000/yr in Denver & most major metro locations, and $184,000 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.

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 also actively hiring for the following Hubs: Toronto, Canada 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 ()

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.

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