Does Sentry pay their employees well?

According to anonymously submitted Glassdoor reviews, Sentry employees rate their compensation and benefits as 4.1 out of 5. Find out more about salaries and benefits at Sentry. This rating has decreased by 1% over the last 12 months.

How satisfied are employees working at Sentry?

74% of Sentry employees would recommend working there to a friend based on Glassdoor reviews . Employees also rated Sentry 4.1 out of 5 for work life balance, 3.9 for culture and values and 3.6 for career opportunities.

What are the top reviewed jobs at Sentry?

Account Manager (31) , Claims Adjuster (31) , Claims Representative (28) , Customer Service Representative (24) , Software Engineer (24) , Claims Representative II (20) , Software Developer (20) , Business Products Specialist (10) , Associate Software Developer (9) , Analyst (6) , Claims (6) , Sales Representative (6) , Claim Representative I (5) , Sales (5) , Claims Representative I (4)

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

"And good benefits" ((in 77 reviews)); "Good Pay but way to many hours" ((in 45 reviews)); "People on the team are great" ((in 37 reviews)); "Good work / life balance" ((in 33 reviews)); "Plenty of hours Great coworkers The company and department celebrated the employees frequently plus had many events" ((in 18 reviews))

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

"Poor management and very political." ((in 46 reviews)); "Training is poor." ((in 16 reviews)); "management is completely incompetent and upper management is completely oblivious to this somehow" ((in 15 reviews)); "Hybrid Work From Home Model instead of permanent WFH, even though we've had a couple very successful years working from home." ((in 15 reviews)); "Management won't question/challenge another manager, very fearful of "sticking their neck out"." ((in 13 reviews))

What Sentry locations have received the highest employee ratings?

Madison , Middleton , Los Angeles , Stevens Point

Sentry reviews

3.8

74% would recommend to a friend

(676 total reviews)

Pete G. McPartland

86% approve of CEO

85% positive business outlook

Ratings by category

4.1

Work/Life balance

4.1

Compensation and benefits

3.9

Culture & values

3.7

Diversity & inclusion

3.7

Senior management

3.6

Career opportunities

Sentry has an employee rating of 3.8 out of 5 stars, based on 676 company reviews on Glassdoor which indicates that most employees have a good working experience there. The Sentry employee rating is in line with the average (within 1 standard deviation) for employers within the Insurance industry (3.7 stars).

Ratings by demographic groups

Race / Ethnicity

Gender

Sexual orientation

Disability

Parent or family caregiver

Veteran status

Reviews by job title

676 reviews

4.0

Apr 13, 2026

Work-life balance is great, but training needs improvement

Customer service representative

Recommend

CEO approval

Business Outlook

Pros

work life balance is present and there are incentives outside of work.

Cons

training can go really well or you can be lost in the cracks

3.0

Apr 10, 2026

Great coworkers, but toxic management and favoritism hinder growth

Software engineer

Recommend

CEO approval

Business Outlook

Pros

Great coworkers. Decent work life balance.

Cons

Toxic management. Will not get promoted if you don't worm into the inner circle. Weird attachment to being in office and acting like working from home is a mortal sin.

Sentry Response

1mo

Thank you for your review. I’m glad to hear you enjoyed time with your coworkers and the work-life balance. We believe our hybrid model is the right blend of at-home days to support flexibility, and in-office days to support team collaboration. Regarding your other comments, we take feedback like this seriously, and I encourage you to reach out to me or another supervisor to discuss your concerns further. Jim Frank - Chief Claims and Information Technology Officer

1.0

Mar 18, 2026

Claims Representative

Liability claims representative

Recommend

CEO approval

Business Outlook

Pros

Good pay flexibility Remote Equipment

Cons

Poor management No work life balance Extra work lpad

Sentry Response

2mo

I’m happy to hear you enjoy our competitive pay and flexible hybrid work model and the benefits it offers. Regarding your other feedback, please feel free to reach out to me directly if you’d like to discuss your concerns further. Our employees’ work-life balance is important to us, as is their feedback about how we can improve our processes and procedures. Micheal Livermore – Assistant Vice President of Personal Lines Claims

Viewing 10 - 12 of 676 Reviews

Jobs at Sentry

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Sentry

Sentry reviews

Ratings by category

Ratings by demographic groups

Reviews by job title

Work-life balance is great, but training needs improvement

Great coworkers, but toxic management and favoritism hinder growth

Claims Representative

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