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Skyward Specialty Insurance

Engaged Employer

A Visionary Company with Strong Employee Support - Anonymous employee Skyward Specialty Insurance Employee Review

5.0
Sep 3, 2024
Anonymous employee
Recommend
CEO approval
Business Outlook

Pros

The company has a clear and inspiring vision and places a strong focus on employee well-being and support. They offer various Employee Resource Groups that engage and support employees in different areas. Continuous learning and professional development are highly encouraged, promoting a good work-life balance and healthy mental health habits. The company provides mental health half days before each holiday and has a no-meeting policy on Friday afternoons to help employees unwind. Inclusivity and diversity are prioritized, and the company offers competitive compensation and benefits packages. The work environment is collaborative and supportive, and management is open to feedback and continuously seeks improvement.

Cons

Some of the management focuses more on presence rather than actual delivery, which can be frustrating. Additionally, certain managers can be overbearing at times. The company structure can be quite complex, making it difficult to understand the different areas within the organization. There could be improved transparency and communication about the company structure and different roles within the company.

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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