Underwriting Trainee, Financial Institutions (July 2027 start)

Westfield•Chicago, IL
•$70,000 - $70,000•Onsite

About The Position

Westfield Specialty is seeking an Underwriting Trainee to join its Financial Institutions team in the Chicago, Illinois office, with a July 2027 start. The Underwriting Training Program is a two-year, entry-level program that combines formal and on-the-job training to teach underwriting practices and develop working knowledge of product language, underwriting practices, policies, and guidelines. After successfully completing the program, trainees continue working with their team to learn Westfield Specialty’s underwriting process and perform basic underwriting functions in a market-facing or product underwriting role.

Requirements

  • Bachelor’s degree required.
  • Graduation date must be no later than June 2027.
  • Demonstrated interest in financial markets and/or financial institutions.
  • Exceptional written and verbal communication skills.
  • Strong attention to detail, initiative, and ability to thrive in a fast-paced team environment.
  • Excellent interpersonal skills and ability to build effective working relationships.
  • Ability to work both independently and collaboratively.
  • Flexibility to adapt to shifting priorities and manage multiple tasks simultaneously.
  • High motivation, ownership, accountability, and follow-through.

Nice To Haves

  • Recent graduates majoring in Finance or Economics are strongly preferred.

Responsibilities

  • Develop broad knowledge of the business, marketplace, company goals, objectives, and performance measures through effective delivery of products and services.
  • Connect line-of-business policies and practices to company strategies.
  • Develop forms and coverage knowledge and apply it to exposures.
  • Compare company coverages with competitors’ and identify how the company’s offerings differ.
  • Identify new product opportunities.
  • Manage an assigned territory and complete renewals, endorsements when applicable, claim reviews, and related transactions accurately within company timelines.
  • Apply standard pricing to exposures and individual loss and expense factors when applicable.
  • Apply underwriting strategies and standards to pre-qualify risks for acceptability.
  • Analyze exposure, rate, financial, and loss information to determine account acceptability while considering customer needs.

Benefits

  • Eligible for discretionary incentive pay.
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