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Skyward Specialty Insurance

Engaged Employer

A company in transformation - Recent Hire Skyward Specialty Insurance Employee Review

5.0
Nov 17, 2020
Recommend
CEO approval
Business Outlook

Pros

This company is adding teams and attracting new talent. It's fun to have joined a company that bills itself as a billion dollar start-up!

Cons

It will be great when everyone can be back in the office, at least some of the time, but people are figuring out how to get their jobs done while working remotely.

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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