Underwriting Trainee — Financial Institutions (Entry-Level)

Westfield-Insurance; Chicago (IL); On-site; USD 63,000 - 77,000; Full time

Benefits offered by this job

Discretionary incentive pay

Job summary

Westfield-Insurance in Chicago, IL is seeking an Underwriting Trainee to join our Financial Institutions team. The two-year Westfield Specialty Underwriting Training Program provides entry-level exposure to underwriting practices, product language, and guidelines, with formal and on-the-job training.

Upon completion, trainees will perform basic underwriting functions in market-facing or product underwriting roles, with opportunities to learn risk assessment, pricing, and policy applications.

Qualifications

• Bachelor’s degree required; recent graduates majoring in Finance or Economics are strongly preferred. 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, coupled with initiative and the ability to thrive in a fast-paced team environment.
• Excellent interpersonal skills with the ability to build effective working relationships.
• Proven ability to work both independently and collaboratively.
• Flexibility to adapt to shifting priorities and manage multiple tasks simultaneously.
• Highly motivated with a strong sense of ownership, accountability, and follow-through.

Responsibilities

• Manage assigned territory so that items such as renewals, endorsements (if applicable), claim reviews and related transactions are completed accurately within accepted company timelines.
• Applies standard pricing to exposures.
• Applies individual loss and expense factors, when applicable.
• Performs detail analysis utilizing appropriate information (exposure/rate/financial & loss) to determine account acceptability, taking customer needs into consideration.

Skills

Written communication

Verbal communication

Attention to detail

Interpersonal skills

Teamwork

Independent work

Education

Bachelor's degree

Job description

Westfield-Insurance in Chicago, IL is seeking an Underwriting Trainee to join our Financial Institutions team. The two-year Westfield Specialty Underwriting Training Program provides entry-level exposure to underwriting practices, product language, and guidelines, with formal and on-the-job training.

Upon completion, trainees will perform basic underwriting functions in market-facing or product underwriting roles, with opportunities to learn risk assessment, pricing, and policy applications.