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Skyward Specialty Insurance

Engaged Employer

Great Company to work for - Executive Assistant Skyward Specialty Insurance Employee Review

5.0
Jul 14, 2020
Recommend
CEO approval
Business Outlook

Pros

The new CEO breath of fresh air for the company and the employees. Has great ideas and plans to get us there. Pay and benefits are great. People are great especially the IT Team very helpful, so different than my previous experiences with this department where it was hard to get them to do anything.

Cons

Previous regime was very rigid and allowed no employee flexibility, creating a stale environment.

Explore other reviews about Skyward Specialty Insurance

5.0
Jul 5, 2026
Anonymous employee
Recommend
CEO approval
Business Outlook

Pros

The company and culture at Skyward Specialty Insurance is outstanding and by far my favorite over the course of my career.

Cons

My only con would be that although the benefits package overall is good, the medical coverage this year was not as favorable as in past years.

1.0
Apr 22, 2026
Recommend
CEO approval
Business Outlook

Pros

Compensation is fine and benefits are fine.

Cons

Management practices dictatorship. IT managers do NOT understand IT. They are technically very poor. Off shore contractors just fool them and they are willing to be ridiculed by them. They emphasize on overworking. Politics at its peak. Directors have rude behavior. They do not provide any training, just shooting in the air. Most of the calls happen after office hours. There are weekend releases so your Friday evenings and Saturday mornings are destroyed. No reward, no bonus. They have a system called Clockify where you have to justify every second of your work.

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