Skyward Specialty Insurance Jobs Hiring Now

Skyward Specialty Insurance is hiring for 11 open roles on Migrate Mate as of July 16, 2026, concentrated in business analysis and account management, with listed salaries up to about $270,000. Migrate Mate updates Skyward Specialty Insurance's live openings daily. Skyward Specialty Insurance is a specialty insurance company offering products across excess and surplus lines, medical stop loss, surety, and reinsurance segments.

Find Skyward Specialty Insurance Jobs

Overview

Skyward Specialty Insurance hiring data on Migrate Mate, as of July 16, 2026.

Open jobs
11
Top team
Business Analysis
Seniority
Manager level or above
Work type
91% remote or hybrid
Top location
Remote
Salary range
$55,000–$270,000

Listed salaries for Skyward Specialty Insurance roles on Migrate Mate range from about $55,000 to $270,000 per year across 11 open roles, as of July 16, 2026.

Open Roles at Skyward Specialty Insurance

Showing 11 of 11+ Skyward Specialty Insurance jobs

Skyward Specialty Insurance
Surety Claims Trainee
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Skyward Specialty Insurance
Added 1d ago
Surety Claims Trainee
Skyward Specialty Insurance
Remote
$60k - $65k/yr
Remote (US)
Bachelor's degree in finance
201-500

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Skyward Specialty Insurance
Senior Analyst, FP&A
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Skyward Specialty Insurance
Added 1w ago
Senior Analyst, FP&A
Skyward Specialty Insurance
Remote
Business Analysis
Data Analytics
Project Management
$80k - $100k/yr
Remote (US)
Bachelor's degree in finance
201-500

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Skyward Specialty Insurance
Vice President - E&S Brokerage - Property
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Skyward Specialty Insurance
Added 1w ago
Vice President - E&S Brokerage - Property
Skyward Specialty Insurance
Remote
Account Management
Business Development
Sales
$235k - $270k/yr
Remote (US)
201-500

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Skyward Specialty Insurance
Vice President - E&S Brokerage - Excess
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Skyward Specialty Insurance
Added 1w ago
Vice President - E&S Brokerage - Excess
Skyward Specialty Insurance
Remote
Account Management
Business Development
Sales
$235k - $270k/yr
Remote (US)
201-500

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Skyward Specialty Insurance
Claims Intake Specialist
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Skyward Specialty Insurance
Added 1w ago
Claims Intake Specialist
Skyward Specialty Insurance
Kennesaw, Georgia
$55k - $65k/yr
201-500

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Skyward Specialty Insurance
Transactional Commercial Surety Underwriter
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Skyward Specialty Insurance
Added 2w ago
Transactional Commercial Surety Underwriter
Skyward Specialty Insurance
Remote
Business Analysis
Business Analyst
Project Management
$90k - $130k/yr
Remote (US)
201-500

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Skyward Specialty Insurance
Analyst, Global Agriculture Reinsurance
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Skyward Specialty Insurance
Added 3w ago
Analyst, Global Agriculture Reinsurance
Skyward Specialty Insurance
Remote
Business Analyst
Business Operations
Finance
$90k - $120k/yr
Remote (US)
Bachelor's degree in statistics
201-500

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Skyward Specialty Insurance
Assistant Vice President OR Senior Underwriter, Global Agriculture Reinsurance
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Skyward Specialty Insurance
Added 1mo ago
Assistant Vice President OR Senior Underwriter, Global Agriculture Reinsurance
Skyward Specialty Insurance
Remote
Business Analysis
Investment Operations
Project Management
$125k - $175k/yr
Remote (US)
Bachelor's degree in finance
201-500

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Skyward Specialty Insurance
Senior Underwriter OR AVP - Medical Stop Loss (Captives)
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Skyward Specialty Insurance
Added 2mo ago
Senior Underwriter OR AVP - Medical Stop Loss (Captives)
Skyward Specialty Insurance
Remote
Business Analysis
Business Strategy
Strategy & Corporate Development
$100k - $170k/yr
Remote (US)
Bachelor's degree
201-500

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Skyward Specialty Insurance
Senior Underwriter or AVP, Medical Stop Loss (Core)
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Skyward Specialty Insurance
Added 2mo ago
Senior Underwriter or AVP, Medical Stop Loss (Core)
Skyward Specialty Insurance
Remote
Business Analysis
Business Strategy
Strategy & Corporate Development
$100k - $170k/yr
Remote (US)
Bachelor's degree
201-500

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Skyward Specialty Insurance
Sr. Underwriter OR AVP - E&S General Liability
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Skyward Specialty Insurance
Added 2mo ago
Sr. Underwriter OR AVP - E&S General Liability
Skyward Specialty Insurance
Remote
Audit
Business Analysis
Compliance & Risk
$120k - $170k/yr
Remote (US)
Bachelor's degree
201-500

Have you applied for this role?

Job Roles at Skyward Specialty Insurance

Business Analysis5 jobs
Account Management2 jobs
Audit1 jobs
Business Analyst1 jobs

Working at Skyward Specialty Insurance

Skyward Specialty Insurance's 11 open roles are manager level or above, and about 91% are remote or hybrid. The most active teams are business analysis, account management, and audit. Skyward Specialty Insurance operates across specialty insurance lines including excess and surplus property and casualty, medical stop loss, global agriculture reinsurance, and commercial surety. The company serves brokers and clients in complex or hard-to-place risk segments, with teams spanning underwriting, claims, and financial planning and analysis. Most Skyward Specialty Insurance roles are based in Remote and Kennesaw.

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Skyward Specialty Insurance Jobs: Frequently Asked Questions

How many jobs is Skyward Specialty Insurance hiring for right now?

Skyward Specialty Insurance is hiring for 11 open roles on Migrate Mate as of July 16, 2026, updated daily, concentrated in business analysis and account management. Roles span underwriting, reinsurance, brokerage, claims, and financial analysis across its specialty insurance business lines.

What kinds of roles does Skyward Specialty Insurance hire for?

The most active teams are business analysis, account management, and audit. Skyward Specialty Insurance hires across underwriting disciplines including excess and surplus lines, medical stop loss, and agriculture reinsurance, as well as brokerage, claims intake, and financial planning and analysis. Most postings are manager level or above, with titles ranging from analyst to vice president.

Are Skyward Specialty Insurance jobs remote or in-person?

Mostly remote. About 91% of Skyward Specialty Insurance's open roles on Migrate Mate are remote or hybrid as of July 16, 2026, with the rest based in Remote. Each Skyward Specialty Insurance listing shows its work location so you can filter before applying.

How do I apply to a job at Skyward Specialty Insurance?

Find a Skyward Specialty Insurance role on Migrate Mate, then follow the listing directly through to Skyward Specialty Insurance's own application process. Skyward Specialty Insurance manages its own hiring, so applications are submitted and reviewed on its side. Migrate Mate keeps the listings current so the role you apply to reflects what Skyward Specialty Insurance is actively filling.

What do Skyward Specialty Insurance jobs pay?

Listed salaries for Skyward Specialty Insurance roles on Migrate Mate range from about $55,000 to $270,000 per year as of July 16, 2026, with most postings at manager level or above. Exact pay is set by Skyward Specialty Insurance and shown on each listing.

Does Skyward Specialty Insurance hire entry-level?

Most of Skyward Specialty Insurance's open roles on Migrate Mate are manager level or above as of July 16, 2026. Entry-level openings are limited. Check individual Skyward Specialty Insurance listings for stated experience requirements.

Where is Skyward Specialty Insurance hiring?

Most Skyward Specialty Insurance roles are based in Remote and Kennesaw, and about 91% offer remote or hybrid work as of July 16, 2026. Migrate Mate shows the location on each listing.