Pie Insurance reviews

3.2

48% would recommend to a friend

(160 total reviews)
avatar

John Swigart

62% approve of CEO

39% positive business outlook

Pie Insurance has an employee rating of 3.2 out of 5 stars, based on 160 company reviews on Glassdoor which indicates that most employees have a good working experience there. The Pie Insurance employee rating is in line with the average (within 1 standard deviation) for employers within the Insurance industry (3.5 stars).

Reviews by job title

160 reviews
5.0
Oct 23, 2025

Great Culture, Smart People, and Real Innovation

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Pie is mission-driven and focused on modernizing an outdated industry, giving employees the chance to build products that genuinely help small businesses.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

5.0
Oct 14, 2025

A Different Kind of Insurance Company (In the Best Way)

Anonymous employee
Recommend
CEO approval
Business Outlook

Pros

I’ve been with Pie Insurance for nearly four years, and it’s easily the best place I’ve worked. I joined as one of the first team members in the Claims Department, and we’ve now grown to a team of more than 40—with even more expansion ahead in 2025 and 2026. What really makes Pie stand out is the people and the culture. I’m surrounded by smart, passionate professionals who care deeply about what they do and about supporting one another. We’ve built a full claims operation from the ground up, and leadership trusts us to innovate, collaborate, and keep improving. The environment is fast-paced but supportive, and feedback actually leads to change. Senior leadership is approachable, transparent, and genuinely invested in the success and well-being of their teams. Compensation and benefits are strong, and there’s real opportunity for personal and professional growth. Pie also genuinely supports work-life balance. The flexible PTO policy isn’t just for show—it’s actually used by both team members and leaders. Overall, Pie is an amazing place to work if you want to make an impact, work with great people, and continue to grow your career.

Cons

We are 100% remote (which I love) but I would like to get to spend time with my team in person.

5.0
Oct 2, 2025
Recommend
CEO approval
Business Outlook

Pros

The mindset is to be supportive, assist everyone, make sure that we all have a work life balance. They understand that claims are stressful and I've never worked anywhere else that is such a positive environment .

Cons

No 4 day work week

Viewing 1 - 3 of 160 Reviews

Glassdoor has 163 Pie Insurance reviews submitted anonymously by Pie Insurance employees. Read employee reviews and ratings on Glassdoor to decide if Pie Insurance is right for you.