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 85 reviews)); "Pay is good for area" ((in 39 reviews)); "People on the team are great" ((in 34 reviews)); "Good work / life balance" ((in 32 reviews)); "Plenty of hours Great coworkers The company and department celebrated the employees frequently plus had many events" ((in 19 reviews))

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

"Poor management and very political." ((in 45 reviews)); "management is completely incompetent and upper management is completely oblivious to this somehow" ((in 16 reviews)); "Training is poor." ((in 15 reviews)); "Heavy work load." ((in 14 reviews)); "Management won't question/challenge another manager, very fearful of "sticking their neck out"." ((in 14 reviews))

What Sentry locations have received the highest employee ratings?

Madison , Middleton , Los Angeles , Stevens Point

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Sentry

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

1.0

Apr 27, 2026

High pay overshadowed by job insecurity and pressure

Acount executive

Recommend

CEO approval

Business Outlook

Pros

They pay you enough to make it hard to find anything else

Cons

Everything. They push crazy rates, expect huge numbers and screw up the bonus plan so only a few really have a chance at maximizing their income. Constantly under threat of losing your job.

Sentry Response

1mo

Thank you for sharing this review. We’re proud of the compensation package we offer our Account Executive team. Regarding your additional feedback, we’re committed to setting reasonable, attainable goals for our sales team, but we know this role comes with a unique set of expectations and responsibilities in fostering long-term relationships with our customers. Please reach out to your manager to discuss your concerns further. Brett Hoopingarner - National Sales Director, Direct Writer & Life and Annuities

4.0

Apr 22, 2026

Good work-life balance, but unrealistic rate goals from management

Commercial underwriter

Recommend

CEO approval

Business Outlook

Pros

Good work / life balance Good career advancement opportunities

Cons

Sometimes managers and senior management have unrealistic rate goals

4.0

Apr 17, 2026

Great work-life balance, but limited advancement opportunities

Senior associate

Recommend

CEO approval

Business Outlook

Pros

Worklife balance is the best I have had

Cons

Advancement is not something thats available

Viewing 7 - 9 of 676 Reviews

Jobs at Sentry

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High pay overshadowed by job insecurity and pressure

Good work-life balance, but unrealistic rate goals from management

Great work-life balance, but limited advancement opportunities

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