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 21 reviews)); "Great benefits that are mostly covered by company" ((in 19 reviews)); "Amazing people on the claims team" ((in 16 reviews)); "Leadership is accessible and human, and the company invests in connection and community even in a remote environment." ((in 9 reviews)); "IT team was great" ((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.

Skip to content Skip to footer

Notifications

Pie Insurance

Pie Insurance reviews

3.2

47% would recommend to a friend

(161 total reviews)

John Swigart

59% approve of CEO

38% 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

3.0

Jun 17, 2024

Lots of changes

Software developer

Recommend

CEO approval

Business Outlook

Pros

Smart people in engineering org

Cons

Lots of change going on constantly, fear of layoffs and reorg

5.0

Jun 10, 2024

Good for what it was

Business development

Recommend

CEO approval

Business Outlook

Pros

Good office culture when there was one

Cons

-Leadership turnover -unsustainable scalability -multiple RIFs

2.0

May 27, 2024

Hoping for the best but not holding my breath

Recruiting

Recommend

CEO approval

Business Outlook

Pros

Most employees are hardworking and genuinely good people. The mission of supporting small businesses is noble and something most people truly care about when choosing Pie. There are high expectations and a high bar for talent which has led to highly talented people joining the company…unfortunately it doesn’t seem as though they can retain them. Remote work, pay is decent, good intentions I guess.

Cons

Where to start… Leadership is a mess. There’s been a ton of turnover before and after layoffs in 2023. Whether voluntary or not, not a great sign to see CFO, Chief Claims Officer, Chief Product Officer, Chief Analytics Officer, Chief Accounting Officer all leave recently. There’s a general feeling of burnout across the business, starting before layoffs and then intensifying after. Morale has been low for quite some time. People are unhappy and there’s a huge lack of trust in leadership. Not uncommon after a layoff but seems like not much is being done to improve or turn things around. Ultimately, seems like leadership tries to cover things up to make it seem like things are just fine when in reality the company and most employees are working out of fear in hopes to not be on the next RIF list.

Viewing 40 - 42 of 161 Reviews

Jobs at Pie Insurance

Principal People Partner

Vendor Management & Sourcing Specialist

Principal People Partner

Staff Business Systems Analyst