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.

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

1.0

Aug 7, 2024

Don’t even bother

Anonymous employee

Recommend

CEO approval

Business Outlook

Pros

Completely remote and pays slightly better.

Cons

Pie has deteriorated significantly over the last year. There has been so much turnover between layoffs and people quitting because of the stressful environment. This includes many managers and senior leaders. This leaves anyone left to deal with the stress and additional work with no additional compensation. Even after getting a great annual review, they couldn’t even offer a 2% raise. Management does not care about people’s well being and many employees quit on the spot. Although PTO is “unlimited” management started capping how many days I could use and often rejected requests because we were constantly understaffed. Additionally, there are so many different softwares used that do not work and make the job that much harder.

1.0

Aug 1, 2024

No longer as easy as Poe

Senior claims adjuster

Recommend

CEO approval

Business Outlook

Pros

Great people to work with at the individual contributor and team lead level. Company morale during claim oversight (2023) was much better.

Cons

Too top heavy Overworked and powerless to change outcomes due to business relationships with TPA and prior insurer Chief claims officer left the company thanks to the CEO cursing him out Flawed agile methodology due to jumping into poor business relationships with vendors and being forced to “adapt” or make a bad relationship work instead of doing the work upfront to vet appropriately and set up good relationships and workflows before implementation. No proactive support from management to change outcomes and environment that was promised. Lack of communication was previously remedied but now the communication is constantly being told that it will be temporary but nothing is being done to remedy the situation. 4 layoffs/reductions in force (with some rebranded as “restructuring” but at the end of the day, people lost their jobs, so let’s call them what they are)

3.0

Feb 20, 2024

Late Stage Startup

Engineer

Recommend

CEO approval

Business Outlook

Pros

It was a great place to work that looks good on my resume. I got to see a startup from its first successful boom to its (likely) end of life. I'll certainly be more equipped to judge the internal health of a company going forward.

Cons

It's not looking good at the moment. Morale is low, benefits being changed, several RIFs in under a year, the usual. You hate to see it.

Viewing 25 - 27 of 161 Reviews

Jobs at Pie Insurance

Principal People Partner

Vendor Management & Sourcing Specialist

Principal People Partner

Staff Business Systems Analyst

Pie Insurance

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Don’t even bother

No longer as easy as Poe

Late Stage Startup

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