Principal Product Manager - Insurance Products

By the Numbers:

• Named #1 best software for small business of 2024 by G2

• 2700+ 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)

  • 550000 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 a Principal Product Manager you will be provided an opportunity to play a meaningful role fulfilling Gusto’s mission and growing Gusto’s business.

Here’s what you’ll do day-to-day:

• North Star : Thoughtfully expand Gusto’s health insurance portfolio to meet customer demand and solve the largest barriers to health insurance access for SMB owners and their employees: the rising cost and complexity of insurance.

• Ownership : Oversee 0 → 1 and 1 → 1k+ product development for new health insurance offerings. Deeply understand our SMB customers and synthesize a wide-range of insights to assess alternatives for Gusto to offer. Run early pilots and define and implement the post-pilot product go-to-market and service strategy to enable efficient and effective scaling.

• Collaborate : Oversee strategic conversations with current and new carrier partners to understand and influence their strategic roadmaps to better serve SMBs. Explore and implement solutions to improve quality and lower cost of customers health insurance and healthcare. 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:

• 8+ years of hands-on product management experience.

• Experience bringing new (0 → 1) health insurance products to market by building the software go-to-market and service models to enable successful pilot and scaling.

• Exceptional communicator 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.

• 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 $181000/yr to $223000/yr in Denver & most major metro locations and $212000/yr to $262000/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 )