Company is doing great things, but it is a challenging environment - Anonymous employee Pie Insurance Employee Review

3.0
Jul 27, 2021
Anonymous employee
Recommend
CEO approval
Business Outlook

Pros

Pie is going places. This company is going to be successful and it is really fun to be a part of that.

Cons

There is a very top down management style at Pie. Middle managers and IC's don't really get a voice. The pace of work is insane, and sometimes it doesn't need to be. Lot's of self-imposed deadlines that don't make sense. Not a super inclusive culture, would like to see more diversity in leadership roles. Tension between leaders , execs and teams.

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Pie Insurance Response
4y
Thank you for taking the time to write a review. We share your sentiments towards the growth and success we're experiencing, and while exciting, we know there can be challenges that come with moving this fast. We're disappointed to hear your overall experience with Pie wasn't more positive. While we strive to create a culture where feedback is listened to, and action is taken when needed, we hope you shared your specific concerns regarding communication and goals with your leader or the People team so we can continue to improve. Pie is committed to providing a work environment that is both diverse and inclusive—and we know there is still work to do. We wish you the best of luck in your future endeavors.

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Pie is mission-driven and focused on modernizing an outdated industry, giving employees the chance to build products that genuinely help small businesses.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