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 benefits that are mostly covered by company" ((in 20 reviews)); "Amazing people on the claims team" ((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 6 reviews))

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

"Not sure how they decide to spend their money; 2 layoffs in 2 years but they continue to hire and have executives travel around the country." ((in 10 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

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

Feb 19, 2024

Layoffs in the form of "Reorganization"

Business development

Recommend

CEO approval

Business Outlook

Pros

Unlimited PTO (but nothing to pay out when they lay people off) Full coverage medical for employee, half for spouse or partner

Cons

- CEO had to make company wide apology after screaming and cussing out C-level employee that caused him to leave - A "restructure" in the sales team resulted in 20+ people being laid off. During the termination meeting, they offered us the option to reapply for a new position they created - High turnover in Underwriting and Customer services left sales team with their hands tied and unable to meet over 30% year growth from previous year - Consistent reprioritization of goals. Of course things change, but there is such whiplash, it's hard to know if the project you are working will be valued in 45-60 days.

1.0

Feb 15, 2024

Pie-ce of crap company

Business development

Recommend

CEO approval

Business Outlook

Pros

The people and company WHERE amazing at one time.

Cons

Unfortunately this company is shallow crust of what it once was. Unstable business, consistent layoffs.

5.0

Feb 11, 2024

Review

Underwriting associate

Recommend

CEO approval

Business Outlook

Pros

This company has great benefits

Cons

Business structure is unstable at times

Viewing 55 - 57 of 161 Reviews

Jobs at Pie Insurance

Principal People Partner

Vendor Management & Sourcing Specialist

Principal People Partner

Staff Business Systems Analyst