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Skyward Specialty Insurance

Engaged Employer

SKWD - Amazing Company - Legal & Compliance Skyward Specialty Insurance Employee Review

5.0
May 30, 2024
Recommend
CEO approval
Business Outlook

Pros

The Company is forward thinking from the inside out. From the Board, leadership, and every team member in between - we are a cohesive unit who collaborates together to make things happen. Leadership understands that people are the biggest asset in an organization, and they actually back it up, by providing an excellent work-life balance, remote work environment, competitive compensation, and benefits. Not to mention people are actually happy to work here! Which is a big deal and speaks volumes about a company. If you haven't gathered this yet, I am really happy and proud to be a part of SKWD (and no, no one paid me to write this lol). They (the people I work with and for) have earned my loyalty and that is no small feat. If you would like to work for a company where you are valued for all the intrinsic and diverse things that make YOU awesome, and that also helps you to develop those talents along the way, while working with a group of people who are passionate about values, integrity and quality of work, I highly recommend you check out SKWD.

Cons

The only thing I can think of is due to the excessive amount of growth the company has experienced since going public, at times the workload is excessive. But I believe this will be rectified in due time, it is just the usual growing pains of growing so quickly. And we want to keep growing, so we are all willing to put in the work, and work hard, to achieve our strategic vision and goals, together as a team.

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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