Westfield Specialty Insurance · 11 hours ago
WSP Underwriting Intern, Chicago Office (2026 Summer)
Chicago, IL
Internship
Onsite
Intern
$25/hr - $25/hr
Start in 2026 SummerWestfield Specialty Insurance offers a paid ten-week internship program for students to gain insight into the insurance business. Interns will work alongside industry leaders on real projects, receiving training and mentorship while developing their skills in underwriting and insurance operations.
Insurance
Responsibilities
Assist underwriters in evaluating complex or non-standard insurance applications (e.g., cyber, D&O, E&O, marine, or event insurance)
Research and analyze industry-specific risks, emerging trends, and exposures unique to specialty lines
Help prepare underwriting files, including summaries of risk factors, coverage recommendations, and pricing justifications
Organize supporting documentation such as loss runs, financial statements, and supplemental forms
Conduct competitor analysis and benchmark coverage options or pricing
Compile data to support the development of underwriting strategies and guidelines
Attend underwriting meetings and shadow underwriters on client calls or risk reviews
Participate in training sessions on specialty insurance products, underwriting systems, and risk modeling tools
Stay updated on niche markets, policy forms, and regulatory requirements in specialty insurance
Qualification
Required
Currently matriculated students enrolled at a 4 year college or university pursuing either a Bachelors or Masters degree
Strong GPA (Minimum GPA of 3.2)
Strong oral and written communication skills
Ability to be onsite in office 4 days a week
Preferred
Strong GPA preferred
Leadership experience through work or involvement in community service, athletics, clubs, or other activities
Technically adept/digitally savvy
Benefits
Targeted business training designed to help you refine your professional skills and acumen critical to the success of Westfield professionals;
Technical training to deepen your skill level within your chosen discipline; and an understanding of the broader insurance industry;
Access to additional training to compliment your professional development.
Opportunity to expand your professional network with talented insurance professionals
Company
Westfield Specialty Insurance
Westfield Specialty is a prominent specialty insurance carrier, leveraging the financial strength of Westfield, a leading U.S.-based property and casualty insurance company and the well-established Lloyd’s of London Syndicate 1200.
201-500 employees
Funding
Current Stage
Growth StageLeadership Team
Brad Kass
Chief Operations Officer
Manoj Jain
Chief Information Officer
Company data provided by crunchbase