Pie Insurance reviews

3.2

47% would recommend to a friend

(161 total reviews)
avatar

John Swigart

59% approve of CEO

38% positive business outlook

Pie Insurance has an employee rating of 3.2 out of 5 stars, based on 161 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

161 reviews
4.0
Oct 16, 2025
Recommend
CEO approval
Business Outlook

Pros

I've been at Pie for over 4+ years and have had a great experience. The work is challenging, the compensation is fair, and the mission is clear. Joining Pie happened to be a great career move for myself, and while we have had our challenges, like any company does, we have worked hard and persevered. There are many bright minds at Pie, so it's nice to know you're working with like-minded people who want to do great work and deliver on our mission and vision. John, does a great job of communicating that vision and the importance of everyone's role in achieving it. If you want to do great work, and be part of an insurance company that is bringing value to the market. Consider joining us!

Cons

For some job functions, career progression isn't necessarily all that clear.

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.

4.0
Oct 14, 2025

Great Culture, Growing Business

Recommend
CEO approval
Business Outlook

Pros

Employee Friendly, Remote-First Work Culture, Good cash compensation, reasonable benefit package

Cons

The company is a small company experiencing growth and the pains that come with it. Some work is more challenging at Pie than more established firms, but on the other hand Pie is a smaller simpler company with less complexity that offsets these challenges to a large degree

Viewing 10 - 12 of 161 Reviews

Glassdoor has 164 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.