Does Skyward Specialty Insurance pay their employees well?

According to anonymously submitted Glassdoor reviews, Skyward Specialty Insurance employees rate their compensation and benefits as 4.3 out of 5. Find out more about salaries and benefits at Skyward Specialty Insurance. This rating has decreased by 3% over the last 12 months.

How satisfied are employees working at Skyward Specialty Insurance?

96% of Skyward Specialty Insurance employees would recommend working there to a friend based on Glassdoor reviews . Employees also rated Skyward Specialty Insurance 4.6 out of 5 for work life balance, 4.5 for culture and values and 4.3 for career opportunities.

What are the top reviewed jobs at Skyward Specialty Insurance?

Underwriter (6) , Underwriting Assistant (6) , Assistant Underwriter (4) , Business Analyst (4) , Claims (4) , Senior Underwriter (4) , Accounting (3) , Anonymous (3) , Claim Director (2) , Executive Assistant (2) , Intern (2) , Internship (2) , Manager (2) , Project Manager (2) , Recruiter (2)

What are the pros of working at Skyward Specialty Insurance according to real employee reviews?

"Great culture and vision." ((in 20 reviews)); "great people within my department to work with and talk to during the workday." ((in 14 reviews)); "Good benefits, Team" ((in 9 reviews)); "Leadership is approachable and knowledgeable." ((in 8 reviews)); "Very employee friendly" ((in 7 reviews))

What are the cons of working at Skyward Specialty Insurance according to real employee reviews?

"Management seems to be stuck in the dark ages and is too controlling." ((in 10 reviews)); "Can’t wear jeans, system and upper management" ((in 7 reviews)); "No bonuses." ((in 6 reviews)); "no work life balance" ((in 3 reviews)); "Could use better training for my position but was hired during COVID so they are doing the best they can" ((in 3 reviews))

What are the top reviewed Skyward Specialty Insurance locations?

Houston , Kennesaw , Atlanta , Dallas , Birmingham , Rolling Meadows , Sacramento , Chicago , New York , Scottsdale , Oklahoma City , Washington , Missouri City , Hartford , Pittsburgh , Fort Myers , Orlando

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Skyward Specialty Insurance

Skyward Specialty Insurance reviews

Going Skyward - Project Manager Skyward Specialty Insurance Employee Review

5.0

Jul 27, 2023

Project manager

Recommend

CEO approval

Business Outlook

Pros

Skyward Specialty Insurance is a fast-growing company with a culture that values innovation. The team is made up of expert professionals who bring a high level of skill and knowledge to their work. The company encourages teamwork and collaboration, creating a positive work environment for all employees. Skyward offers competitive pay and a variety of roles, giving employees the chance to explore different areas and grow their careers.

Cons

Skyward Specialty Insurance, like many expanding companies, is experiencing the typical growing pains associated with rapid growth. The process of scaling operations to meet increased demand can put a strain on the company's resources.

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

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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Skyward Specialty Insurance

Going Skyward - Project Manager Skyward Specialty Insurance Employee Review

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