Senior Product Manager, Benefits

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 may focus on multiple critical customer problems we’re investing in solving, such as expanding access to voluntary insurance products or reimagining how employees navigate the enrollment experience. You’ll be joining a collaborative team tackling meaningful, high-impact challenges that are 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. This may involve expanding our portfolio of voluntary insurance products or rethinking the enrollment experience to help employees decide on an optimal plan and increase their participation.
• Ownership:  As the end-to-end owner, you will be accountable for developing a strategy to address key customer challenges in the benefits space while driving adoption, enhancing customer experience, and managing costs. Potential areas of focus include launching new lines of voluntary coverage and creating a thoughtful and delightful benefits enrollment experience.
• Collaborate: You'll work closely with multiple teams, including engineering, design, data science, sales, and customer experience, to craft and drive the roadmap. You will also engage with carriers to define and prioritize products to offer based on your understanding of customer needs. 

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.
• 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.
• A proven track record of building products that customers love.

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)