Does Pie Insurance pay their employees well?

According to anonymously submitted Glassdoor reviews, Pie Insurance employees rate their compensation and benefits as 3.7 out of 5. Find out more about salaries and benefits at Pie Insurance. This rating has improved by 4% over the last 12 months.

How satisfied are employees working at Pie Insurance?

47% of Pie Insurance employees would recommend working there to a friend based on Glassdoor reviews . Employees also rated Pie Insurance 3.5 out of 5 for work life balance, 3.2 for culture and values and 2.8 for career opportunities.

What are the top reviewed jobs at Pie Insurance?

Business Development (6) , Senior Software Engineer (6) , Business Development Manager (4) , Inside Sales Representative (4) , Underwriter (4) , Customer Service Representative (3) , Engineer (3) , Underwriting Associate (3) , Account Specialist (2) , Business Development Associate (BDA) (2) , Claims Adjuster (2) , Customer Success (2) , Inside Sales (2) , Principal Engineer (2) , Senior Claims Adjuster (2)

What are the pros of working at Pie Insurance according to real employee reviews?

"Pie has a great culture" ((in 23 reviews)); "Great people to work with at the individual contributor and team lead level." ((in 17 reviews)); "Great benefits that are mostly covered by company" ((in 15 reviews)); "Great support system and leadership" ((in 9 reviews)); "Leadership, coworkers, growth opportunity, the future outlook of Pie" ((in 5 reviews))

What are the cons of working at Pie Insurance according to real employee reviews?

"Unstable business, consistent layoffs." ((in 9 reviews)); "Audit and Billing have months of backlog and people are waiting on hold for hours due to management's bad decisions and lack of action." ((in 7 reviews)); "I had 4 managers in 2 years." ((in 4 reviews)); "•Aggressive communication from a recently appointed leader has fostered an uncomfortable atmosphere, where shaming and silencing of other claims leaders is prevalent." ((in 3 reviews))

What are employees saying about Pie Insurance layoffs in 2026?

Explore Glassdoor’s employee reviews to understand what current and former employees are saying about Pie Insurance layoffs and their outlook for job security at Pie Insurance in 2026.

What are the top reviewed Pie Insurance locations?

Denver , Washington , Lynchburg , New York , Florida , Phoenix , Scottsdale , Leland , Von Ormy , Fontana , Sacramento , San Diego , Colorado Springs , Portland , Pittsburgh

Pie Insurance reviews

3.2

47% would recommend to a friend

(161 total reviews)

John Swigart

59% approve of CEO

37% positive business outlook

Ratings by demographic groups

Race / Ethnicity

Gender

Sexual orientation

Disability

Parent or family caregiver

Veteran status

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

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.

1.0

Jun 25, 2025

Team Leads, Managers and Directors aren't the best

Anonymous employee

Recommend

CEO approval

Business Outlook

Pros

Pie has a great product with potential.

Cons

The decline started a few years ago, and it was mainly due to decline in culture that starts with Leads, Managers and Directors. The camaraderie is gone, working cross functionally now feels like pulling teeth as there is this "us vs them" mentality that really starts with middle management.

3.0

Sep 23, 2024

Fun until it wasn't

Claims specialist

Recommend

CEO approval

Business Outlook

Pros

Salary and benefits (team & team leader were amazing) Amazing people on the claims team Remote work

Cons

RIFs and turnover Chief Claims Officer left due to CEO's behavior Workload increased significantly with little support from management

Viewing 52 - 54 of 161 Reviews

Jobs at Pie Insurance

Principal People Partner

CA - Claims Adjuster, Workers Compensation

Manager, Premium Audit

CA - Team Lead, Claims Workers' Compensation

Pie Insurance

Pie Insurance reviews

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Reviews by job title

Great Culture, Smart People, and Real Innovation

Team Leads, Managers and Directors aren't the best

Fun until it wasn't

Jobs at Pie Insurance

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