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 22 reviews)); "Amazing people on the claims team" ((in 15 reviews)); "Great benefits that are mostly covered by company" ((in 15 reviews)); "Leadership is accessible and human, and the company invests in connection and community even in a remote environment." ((in 10 reviews)); "Great people, positive environment, and opportunities" ((in 5 reviews))

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

"Constant layoffs left everyone feeling demoralized and overwhelmed." ((in 8 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.

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Pie Insurance

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 category

3.7

Compensation and benefits

3.5

Work/Life balance

3.3

Diversity & inclusion

3.2

Culture & values

2.8

Senior management

2.8

Career opportunities

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).

Ratings by demographic groups

Race / Ethnicity

Gender

Sexual orientation

Disability

Parent or family caregiver

Veteran status

Reviews by job title

161 reviews

4.0

Jul 16, 2023

Leadership challenges

Business development

Recommend

CEO approval

Business Outlook

Pros

Pie strives to do the right thing in regards to client and employees. Frequent surveys help reveal areas of opportunity.

Cons

Growing pains and then overgrowth pains.

Pie Insurance Response

Thank you for providing your thoughts with us. One of our core values here at Pie is integrity, and we’re glad to hear you experienced this during your time here with us. We have grown extensively over the course of the last few years, and we recognize that not all change is comfortable in the moment. We appreciate your direct feedback on leadership and value your perspective. Thank you again for sharing your insights.

4.0

Jun 14, 2023

Fun

Underwriting associate

Recommend

CEO approval

Business Outlook

Pros

Great leaders and benefits, always knew the path forward

Cons

The culture changed by year 4 and it became clear the direction was permanent

Pie Insurance Response

Thank you for taking the time to share your thoughtful feedback about your experience here at Pie Insurance. We value your insights and are pleased to hear how our leadership and benefits sets Pie apart. We appreciate your thoughts on our culture. We pride ourselves on maintaining a values-driven culture. As we continue to evolve and grow, we strive to continue to put our Pie-oneers and customers first. Thank you again for your feedback.

4.0

May 19, 2023

Great until it wasn't

Sales support specialist

Recommend

CEO approval

Business Outlook

Pros

Culture, teammates, remote work, flexible PTO and great benefits.

Cons

Typical chaotic start up but still loved working there.

Pie Insurance Response

Thank you for providing a review of your experience working at Pie. We're glad to hear that you enjoyed many aspects of what we believe make Pie a great place to work. We work hard to deliver comprehensive benefits and create a well balanced culture. If you have any additional feedback or suggestions, we are always open to hearing from our former Pie-oneers.

Viewing 76 - 78 of 161 Reviews

Jobs at Pie Insurance

Principal People Partner

Vendor Management & Sourcing Specialist

Principal People Partner

Staff Business Systems Analyst