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 JobsOverview
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























The Surety Claims Trainee is an entry-level professional development role designed to prepare individuals for a career in surety claims handling. Under the guidance of experienced claims professionals, the trainee will learn the investigation, evaluation, and resolution of performance bond, payment bond, commercial bond, and related surety claims. The trainee will assist with claim intake, document review, claim file management, communication with claimants and other stakeholders, and the preparation of claim summaries and reports. Through structured training and mentorship, the trainee will develop the technical, analytical, and communication skills necessary to progress into a Surety Claims Adjuster role.
Essential Duties and Responsibilities
- Assist in reviewing claim notices and supporting documentation.
- Learn to identify key claim facts, issues, deadlines, and bond obligations.
- Review contracts, bond forms, indemnity agreements, invoices, correspondence, and project records.
- Assist with preparation of claim chronologies, issue summaries, and investigative reports.
- Support the identification of additional information needed to evaluate claims.
- Maintain organized and accurate electronic claim files.
- Document claim activity, communications, and investigative findings.
- Assist in preparing claim status reports and management updates.
- Communicate professionally with claimants, principals, obligees, attorneys, consultants, underwriters, and internal business partners.
- Assist with tracking claim payments, expenses, recoveries, and reserves.
- Complete structured onboarding and training programs.
- Obtain and maintain applicable adjuster licensing as required.
Qualifications
- Bachelor's degree preferred; concentrations in Construction, Law, Business, Finance, Accounting, Construction Management, Risk Management, Insurance, Engineering, or related fields are desirable.
- The successful candidate must obtain an adjuster’s license promptly after the start of employment.
Knowledge, Skills, and Abilities
- Strong analytical and problem-solving skills.
- Excellent written and verbal communication abilities.
- Strong attention to detail and accuracy.
- Ability to prioritize and manage multiple assignments.
- Proficiency in Microsoft Office applications.
- Ability to work independently, exercise sound judgment, and manage assignments with appropriate supervision while meeting deadlines and maintaining attention to detail.
Preferred Characteristics
- Interest in surety, construction, contract law, insurance
- Ability to analyze complex documents and identify key issues.
- Strong organizational and time-management skills.
- Intellectual curiosity and sound business judgment.
- Ability to work effectively in a team-oriented environment.
- Self-motivated individual with the ability to work remotely, independently, take ownership of assigned responsibilities, prioritize competing demands, and exercise sound judgment while recognizing when to seek guidance or escalate issues.
Compensation & Benefits
The applicable base salary for this opportunity is $60,000.00 - $65,000.00. The base pay offered will be determined by factors such as experience, skills, training, location, certifications, education, and any applicable minimum wage requirements. In addition to the base salary, this opportunity may be eligible for performance-based incentives. We are excited to offer a competitive total rewards package which includes health and welfare benefits, tuition and professional certification assistance, 401k savings, elective participation in the Employee Stock Purchase Program, paid time off, paid holidays, and child bonding leave, as well as other employee assistance.
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Job Roles at Skyward Specialty Insurance
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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Browse jobs by roleSkyward 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.