Pie-oneer with Us

Build the future of small business insurance.

We are a tech-obsessed company that is pioneering a new approach toward small business insurance. Our team of seasoned technology and insurance experts is on a mission to make workers’ compensation less expensive, simpler, and more transparent. Easy as pie, in fact. We are disrupting the small business insurance market, one customer at a time. Join us to do meaningful work in a fast-paced environment where your contribution will have an impact.


Our leadership team brings more than 50 years of insurance industry experience that forms the foundation of Pie Insurance. Our collaborative spirit among underwriters, bleeding-edge analytics and technology experts, and digital insurance executives are the ingredients that allow Pie to set a new standard for small business insurance.

Benefits at Pie

  • Competitive salary
  • A piece of the pie (equity)
  • Unlimited vacation time policy
  • Comprehensive health plans
  • Paid sick time
  • Modern office spaces 

Denver, CO

Near Union Station and Coors Field, Pie’s Denver office offers a modern, industrial work environment close to dozens of restaurants and shops. With close access to public transportation, including the light rail and bus systems, it offers convenient access for anyone in the Greater Denver area.

Washington, DC

Pie Insurance comes to K Street. Near the McPherson Square Metro stop and the White House, Pie’s office is in the heart of downtown DC and an easy commute from Virginia and Maryland. Enjoy gourmet coffee, craft beer, and massage chairs to relax and refuel.

Pie-oneer with us!

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About Pie Insurance

Pie Insurance provides workers’ compensation insurance directly to small businesses. Offering A.M. Best A rated insurance, Pie leverages data analytics, easy-to-use online features, and a seasoned team of insurance experts to create an insurance model that’s as easy as pie. Backed by Greycroft, Aspect Ventures, Sirius, Moxley Holdings, and Elefund, Pie began offering insurance policies in 2018 with a mission of helping small businesses experience true savings and an unmatched level of service.

The values that drive our decisions.

Respect: Seek to understand, assume positive intent, and talk about the hard stuff.
Simplicity: Keep it simple and focus on minimum viable product.
Ownership: Act like it’s your company.
Execution: Ideas are great, but it’s all about execution.
Curiosity: Learn from everything.
Urgency: If we are not uncomfortable, we are not moving fast enough.
Service: If it doesn’t serve small businesses, it doesn’t serve us.
Trust: Do the right thing even when no one is watching.
Fun: Play hard and work hard.