Don’t even bother - Anonymous employee Pie Insurance Employee Review

1.0
7 Aug 2024
Anonymous employee
Recommend
CEO approval
Business outlook

Pros

Completely remote and pays slightly better.

Cons

Pie has deteriorated significantly over the last year. There has been so much turnover between layoffs and people quitting because of the stressful environment. This includes many managers and senior leaders. This leaves anyone left to deal with the stress and additional work with no additional compensation. Even after getting a great annual review, they couldn’t even offer a 2% raise. Management does not care about people’s well being and many employees quit on the spot. Although PTO is “unlimited” management started capping how many days I could use and often rejected requests because we were constantly understaffed. Additionally, there are so many different softwares used that do not work and make the job that much harder.

Explore other reviews about Pie Insurance

5.0
23 Oct 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Pie is mission-driven and focused on modernizing an outdated industry, giving employees the chance to build products that genuinely help small businesses.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
26 May 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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