Had Potential - Customer Service Representative Pie Insurance Employee Review

3.0
Jun 28, 2023
Recommend
CEO approval
Business outlook

Pros

When I started at Pie, I was astonished at how amazing this company was…from leadership to ideology. I felt empowered and lucky to be part of such a company.

Cons

In late 2022, there was a shift which flowed into 2023. Leadership changes, increased workload, no real opportunity for advancement (just promises of it which never come to fruition), constantly shifting priorities, lack of staff, layoffs, more and more upset customers, customers closing accounts…it was a lot. There wasn’t a time when we felt as if we could catch a break. The stress and pressure was just overwhelming. I’m not 100% sure what caused the dynamic change in late 2022, but my heart breaks for the Pie that once was.

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Pie Insurance Response
2y
Thank you for sharing your thoughts about your time at Pie. It's disheartening to hear about the difficulties you shared. We have grown tremendously in recent years and we recognize the challenges that come with periods of transformation. We acknowledge the concerns you've raised and value your perspective. At Pie, we are committed to continuous improvement and fostering a culture that promotes a healthy work life balance and commitment to our customers and partners. Thank you again for sharing your insights.

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Pie is mission-driven and focused on modernizing an outdated industry, giving employees the chance to build products that genuinely help small businesses.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