Does SimplyInsured pay their employees well?

According to anonymously submitted Glassdoor reviews, SimplyInsured employees rate their compensation and benefits as 2.9 out of 5. Find out more about salaries and benefits at SimplyInsured. This rating has improved by 24% over the last 12 months.

How satisfied are employees working at SimplyInsured?

46% of SimplyInsured employees would recommend working there to a friend based on Glassdoor reviews . Employees also rated SimplyInsured 3.3 out of 5 for work life balance, 3.1 for culture and values and 3.1 for career opportunities.

What are the top reviewed jobs at SimplyInsured?

Customer Service Representative (8) , Software Engineer (7) , Operations (3) , Customer Support Representative (2) , Customer Support Specialist (2) , Product Manager (2) , Sales (2) , Senior Software Engineer (2)

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

"Second, though the company consists of a diverse set of characters, the people are almost universally friendly, interesting, laid back and yet deeply committed to solving the aforementioned problem." ((in 9 reviews)); "Coworkers are nice" ((in 6 reviews))

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

"Obviously being an engineer requires advanced training, but SimplyInsured also made it a point to hire customer support reps from prestigious universities." ((in 7 reviews)); "Fraternity culture." ((in 5 reviews)); "The CEO is intense and often unpleasant to deal with." ((in 5 reviews)); "The entire management team are college buddies or worked together as consultants and still act like they're in college...or at a consultancy firm." ((in 4 reviews)); "It can take time to get used to the radical transparency approach." ((in 3 reviews))

What are employees saying about SimplyInsured redundancies in 2026?

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

SimplyInsured Reviews

3.0

46% would recommend to a friend

(91 total reviews)

Vivek Shah

45% approve of CEO

52% positive business outlook

SimplyInsured has an employee rating of 3.0 out of 5 stars, based on 91 company reviews on Glassdoor which indicates that most employees have an average working experience there. The SimplyInsured employee rating is in line with the average (within 1 standard deviation) for employers within the Insurance industry (3.6 stars).

Reviews by job title

91 reviews

5.0

9 Dec 2025

Workplace Experience

Inside sales representative

Recommend

CEO approval

Business outlook

Pros

Remote work opportunity Ability to communicate with leaders Unlimited PTO from January to October - good for work - life - balance

Cons

Compensation (I am sure most everyone would say this no matter what company they are working for - LOL!!!!)

SimplyInsured Response

6mo

Thank you for your candid feedback! We appreciate you and all you bring to the SimplyInsured team - Heather Stewart, HRBP

5.0

5 Sept 2025

Good place to work

Customer support team lead

Recommend

CEO approval

Business outlook

Pros

Work from home Very flexible PTO Great work/life balance Balanced work load Company paid licensing for life and health

Cons

Takes a bit for feedback to be acknowledged in certain areas, which could lead to product issues & customer complaints.

SimplyInsured Response

9mo

Thank you for your feedback and all you have done to make SimplyInsured a better place to work!

3.0

5 Sept 2025

Lot of Potential

Anonymous employee

Recommend

CEO approval

Business outlook

Pros

All in all is a good remote environment. I think there has been improvement and growth with the company that has SI headed in the right direction. Have brought on some key folks to help drive positive change. Making structure and tech changes to drive positive change.

Cons

Still some work to do with aligning company priorities and goals. Getting better as communication is improving. Ongoing training and development would be beneficial.

SimplyInsured Response

9mo

Thank you for sharing your thoughts on what we are doing well and where we can still improve!

Viewing 1 - 3 of 91 Reviews

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Workplace Experience

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