employer cover photo
employer logo
employer logo

Skyward Specialty Insurance

Engaged Employer

Great Place with Great Culture - Anonymous employee Skyward Specialty Insurance Employee Review

5.0
Jan 20, 2022
Anonymous employee
Recommend
CEO approval
Business Outlook

Pros

The company’s leadership really listens to employee feedback. As a new person, everyone has been generous with their time and offering opportunities to help when needed. The remote / hybrid work structure is nice because it allows flexibility when I need it. They care about COVID-19 and do a lot to make sure employees feel safe. I like that they have community outreach and focus on diversity.

Cons

I think there are growing pains like all companies have when there is new leadership and but it seems to me that things are much better than before the new CEO came aboard.

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