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Skyward Specialty Insurance

Engaged Employer

Opportunities - Anonymous employee Skyward Specialty Insurance Employee Review

4.0
Aug 20, 2014
Anonymous employee
Recommend
CEO approval
Business Outlook

Pros

If you are an overachiever, workaholic or borderline workaholic (and love being one), have strong work ethics, embrace change and want to make a difference, this company is for you. This is no place for the mundane or just getting by. This is a fast paced, fast growing company. If your goal is professional growth and success and you are willing work hard for it - you want to work here. I love working for a company that knows how to make money and never stops looking for ways to grow. I love that I can participate in company activities that help my community. I love the people I work with and the company that I work for - it's a beautiful thing!

Cons

Look, every company has them - and most of them are based on our own personal preferences. If the 'Cons' I listed sound like something you want to be a part of....then you should give HIIG a try.

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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