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Skyward Specialty Insurance

Engaged Employer

Run far and fast - Assistant Underwriter Skyward Specialty Insurance Employee Review

1.0
Apr 12, 2019
Recommend
CEO approval
Business Outlook

Pros

Dallas office location, people in the bullpen with you, some benefits

Cons

Management, communication, benefits,system. System is slow and glitches constantly. No one down the “totem” poll knows what’s going on. Insurance is constantly evolving and changing but those changes should be explained to employees. If you change something that needs to be communicated to brokers it should be explained to the employees on the front line so they are well equipped to explain. Management changed so many times in the 2 years I worked here that I felt like I was spinning in circles and couldn’t see up from down. I have described my employment with HIIG as feeling like I was locked in a snow globe and everyday someone would come by and shake it up and just let the snow fall where it may. In short this place is a grade A JOKE!!!!

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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