2027 Summer Intern Program

About the Role

The Westfield Specialty Intern Program is a paid, ten-week program offering students firsthand insight into the insurance business. Participants gain real project experience, build networks, and learn from senior leaders. The program emphasizes education and development for future insurance industry leaders.

The 2027 Summer Intern Program will run from June 7th to August 13th.

Program Elements Include

• Classroom and On The Job Training
• Weekly Lunch and Learn Series with Senior Leaders
• Formal Mentor Program
• Presentations from Major Brokerage Partners
• Teambuilding and Social Activities; including Community Service Event
• Industry based Group Project

Role Responsibilities

Underwriting Interns will support Westfield Specialty’s underwriting teams while gaining hands-on experience in the insurance industry and developing foundational technical and analytical skills. This role provides direct exposure to underwriting operations, products, and decision-making processes through meaningful project work and day-to-day team collaboration. Interns will be embedded within a specific underwriting team.

Responsibilities Include

• Supporting underwriting teams with research, data analysis, and risk assessment activities.
• Assisting underwriters in evaluating complex or non-standard insurance applications (e.g., cyber, D&O, E&O, marine, or event insurance).
• Researching and analyzing industry-specific risks, emerging trends, and exposures unique to specialty lines.
• Helping prepare underwriting files, including summaries of risk factors, coverage recommendations, and pricing justifications.
• Organizing supporting documentation such as loss runs, financial statements, and supplemental forms.
• Conducting competitor analysis and benchmarking coverage options or pricing.
• Compiling data to support the development of underwriting strategies and guidelines.
• Attending underwriting meetings and shadowing underwriters on client calls or risk reviews.
• Participating in training sessions on specialty insurance products, underwriting systems, and risk modeling tools.
• Staying updated on niche markets, policy forms, and regulatory requirements in specialty insurance.

Requirements & Tech Stack

This position is located in Chicago, IL.

Qualifications

• Currently matriculated students enrolled at a 4 year college or university pursuing either a Bachelors or Masters degree.
• Strong GPA preferred (Minimum GPA of 3.2 required).
• Strong oral and written communication skills.
• Leadership experience through work or involvement in community service, athletics, clubs, or other activities preferred.
• Technically adept/digitally savvy.
• Ability to be onsite in office 4 days a week.

This is a paid internship. Intern will be paid on an hourly basis at the rate of $25/hour.