Amazing experience, great peers, challenging and fulfilling work - Anonymous employee Pie Insurance Employee Review

5.0
Jun 26, 2018
Anonymous employee
Recommend
CEO approval
Business Outlook

Pros

Pie's team consists of some of the smartest people I've ever had the pleasure to work with. I get to do meaningful, challenging work on a daily basis, and our collaborative culture allows everyone the chance to succeed. The great benefits (unlimited vacation time, equity, paid health insurance) are just icing on the [pie].

Cons

No cons! Our work is not easy, but we have a team of A-players to get the job done. If you're looking to show up and collect a check, this company isn't for you.

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Pie Insurance Response
7y
Thank you for your kind words. We really appreciate you taking the time to share your experience here at Pie. We agree that unlimited vacation and a slice of the pie are great to have. We count ourselves lucky to have Pie-oneers like you! -The People Team @ Pie

Explore other reviews about Pie Insurance

5.0
Oct 23, 2025
Anonymous employee
Recommend
CEO approval
Business Outlook

Pros

Pie is mission-driven and focused on modernizing an outdated industry, giving employees the chance to build products that genuinely help small businesses. The organization embraces modern technology and design thinking, encouraging innovation, experimentation, and new ideas. Leadership is accessible and human, and the company invests in connection and community even in a remote environment.

Cons

Because Pie is growing fast, change is constant—if you need rigid structure or slow, steady routines, it may feel overwhelming at times.

2
3.0
May 26, 2026
Recommend
CEO approval
Business Outlook

Pros

I worked with many talented, thoughtful engineers who cared about building reliable systems and supporting each other. The remote environment was generally workable, and there were meaningful technical problems to solve across backend services, APIs, data quality, production support, and customer-facing workflows. I also appreciated opportunities to take ownership, mentor teammates, and work on systems that had real operational impact.

Cons

Priorities and organizational direction could shift quickly, which sometimes made it harder to plan long-term technical work or understand how career growth would be evaluated. Communication around larger company changes could have been clearer and more timely. Career progression, role expectations, and decision-making sometimes felt uneven across teams.

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