employer cover photo
employer logo
employer logo

Skyward Specialty Insurance

Engaged Employer

Things Are Changing FOR GOOD - Human Resources Leader Skyward Specialty Insurance Employee Review

4.0
Nov 17, 2020
Recommend
CEO approval
Business Outlook

Pros

New CEO - New Name - New Brand - Renewed Strategy. A lot of positive energy at our Company. What's really encouraging is that we see Leaders delivering on their promises to organize and change our company for great success. We already have a good position in our industry but have lacked maximizing our potential in the past. New Exec Leadership supported by aligned Management is making Skyward a great place to work and have a career.

Cons

As with any transformation / change initiative, there are some growing pains as things are different and expectations are rising. You're either in for the ride or you may need to get off the boat. So far, seems like most are in for the ride.

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.

See reviews by: Helpful|Rating|Date|All