Is Skyward Specialty Insurance currently hiring?

Yes, Skyward Specialty Insurance is currently hiring for 8 open positions in . Use Glassdoor to find and apply for a job that loves you back. Then start preparing for your job interview at Skyward Specialty Insurance by browsing Glassdoor's interview experience ratings and reviews, anonymously submitted by applicants and employees.

How much do Skyward Specialty Insurance jobs pay?

The average salary at Skyward Specialty Insurance varies by position: Skyward Specialty Insurance Underwriter roles report a median total pay of $84,768 per year. Skyward Specialty Insurance Underwriting Assistant roles report a median total pay of $59,624 per year. Skyward Specialty Insurance Senior Underwriter roles report a median total pay of $120,652 per year. Skyward Specialty Insurance Claims Director roles report a median total pay of $164,426 per year. Skyward Specialty Insurance Assistant Underwriter roles report a median total pay of $67,753 per year. This is based on anonymous salary reports submitted to Glassdoor by Skyward Specialty Insurance employees in .

What do employees say about career development at Skyward Specialty Insurance?

As of June 2026, Skyward Specialty Insurance employees rate their career opportunities with 4.3 out of 5 stars, according to 159 anonymously submitted Glassdoor reviews . This rating has decreased by 5% over the last 12 months.

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Skyward Specialty Insurance Jobs

8 across the globe

8 results in US

Manager, Special Investigations & Recovery
United States
$100K - $120K (Employer provided)
5d
Sr. Underwriter OR AVP - Excess Liability
Remote
$120K - $170K (Employer provided)
26d
Sr. Underwriter OR AVP - E&S General Liability
Remote
$120K - $170K (Employer provided)
26d

Assistant Vice President OR Senior Underwriter, Inland Marine
Remote
$115K - $195K (Employer provided)
30d+
Senior Underwriter OR AVP - Medical Stop Loss (Captives)
Remote
$100K - $170K (Employer provided)
20d
Senior Underwriter or AVP, Medical Stop Loss (Core)
Remote
$100K - $170K (Employer provided)
20d
Supervisor, Claims Audit - Medical Stop Loss
Kennesaw, GA
$90K - $100K (Employer provided)
21d
Assistant Vice President OR Senior Underwriter, Global Agriculture Reinsurance
United States
$125K - $175K (Employer provided)
24h

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