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      Skyward Specialty Insurance

      Engaged Employer

      Skyward Specialty Insurance reviews

      Please Beware...The Pro reviews are done by the leadership team to attract potential employees. BEWARE! - Accounting Skyward Specialty Insurance Employee Review

      1.0
      Mar 12, 2015
      Accounting
      Recommend
      CEO approval
      Business Outlook

      Pros

      Can't think of a Pro other than a few co-workers that have become friends.

      Cons

      So many...no raises, no bonuses, horrific benefits package (Sick time & vacation is earned) if you or your children get sick, there goes your vacation; even though we average 55 to 60 hour a week we get no extra time off. the long hours are caused by unorganized leadership leadership, especially in accounting. The CAO is the worst, over the past 12 months she has had a 100% employee turnover and I am in the process. The culture is distrusting, employees have no say in anything. So many childish rules made by the CEO. Employees are not appreciated and there is clearly a power struggle within leadership, which makes the environment even worse.

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      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
      Senior software engineer
      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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