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 18 reviews)); "Good people and flexible" ((in 13 reviews)); "Great benefits and culture." ((in 8 reviews)); "Leadership is approachable and knowledgeable." ((in 8 reviews)); "Very employee friendly" ((in 6 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 12 reviews)); "Can’t wear jeans, system and upper management" ((in 7 reviews)); "workers are always grumpy, no raises, no bonuses, nothing!" ((in 4 reviews)); "no work life balance" ((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

4.5

96% would recommend to a friend

(151 total reviews)

Andrew Robinson

99% approve of CEO

96% positive business outlook

Ratings by category

4.8

Diversity & inclusion

4.6

Work/Life balance

4.5

Culture & values

4.4

Senior management

4.3

Compensation and benefits

4.3

Career opportunities

Skyward Specialty Insurance has an employee rating of 4.5 out of 5 stars, based on 151 company reviews on Glassdoor which indicates that most employees have an excellent working experience there. The Skyward Specialty Insurance employee rating is 24% above average for employers within the Insurance industry (3.6 stars).

Ratings by demographic groups

Race / Ethnicity

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Reviews by job title

151 reviews

5.0

Apr 5, 2025

Great place to work

Claims

Recommend

CEO approval

Business Outlook

Pros

Great culture, great teams, very engaged CEO

Cons

No real cons to speak of.

5.0

Mar 31, 2025

Great teamwork in this company

Anonymous employee

Recommend

CEO approval

Business Outlook

Pros

From my technology department peers and managers to the business customers, everyone is so willing to pitch in and give of their time even when they are super busy.

Cons

Some roles can be stretched too thin at times, but all in all great teamwork even from folks in those roles that are overloaded.

5.0

Mar 7, 2025

Great company to work for

Assistant underwriter

Recommend

CEO approval

Business Outlook

Pros

Great team, good work/life balance, awesome management

Cons

No cons to really go over

Viewing 13 - 15 of 151 Reviews

Jobs at Skyward Specialty Insurance

Claims Intake Specialist

Analyst, Global Agriculture Reinsurance

Transactional Commercial Surety Underwriter

Vice President - E&S Brokerage - Property

Vice President - E&S Brokerage - Excess

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