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Underwriting Trainee - Cyber

Job in Chicago, Cook County, Illinois, 60290, USA
Listing for: CNA
Apprenticeship/Internship position
Listed on 2026-01-02
Job specializations:
  • Insurance
    Underwriter, Risk Manager/Analyst
Salary/Wage Range or Industry Benchmark: 35000 - 65000 USD Yearly USD 35000.00 65000.00 YEAR
Job Description & How to Apply Below

JOB DESCRIPTION


** THIS ROLE WILL START IN JUNE 2026**

Essential Duties & Responsibilities

Performs a combination of duties in accordance with departmental guidelines:

  • Reviews insurance applications and documentation to determine if the applicant is an acceptable risk in accordance with company guidelines and standards.
  • Recommends appropriate pricing and coverage modifications or enhancements for risks after complete analysis and consideration of applicant documentation, business factors and competitive situations.
  • Prepares written communications on adverse underwriting decisions, rate appeals, underwriting requirements, status and declinations. Verbally notifies agents of decisions where appropriate in order to ensure clear understanding of decisions.
  • Uses available underwriting systems and modeling tools; updates the underwriting systems by documenting pertinent information relative to the underwriting requirements, status and final decision.
  • Prepares quotes and answers questions from agencies and internal or external customers, escalating issues to management as necessary. Negotiates with agents to reach positive and profitable outcomes.
  • Carries out responsibilities consistently, dependably and accurately.
  • Makes field visits to Agent and Broker offices to build relationships and better understand territory and market nuances; accompanies Risk Control on visits to insureds or prospective insureds to better understand risk control assessments relating to risk exposure and control.
  • Interacts with Claim personnel on issues relating to specific claims, and other internal customers such as legal and actuarial concerning the insurability of prospective risks and continued insurability.
  • Develops a working knowledge of product language across all CNA business units, underwriting practices, policies and guidelines.
  • Develops full, working knowledge of all relevant CNA systems.
Skills, Knowledge & Abilities
  • Strong desire to develop knowledge and understanding of underwriting.
  • Strong verbal and written communication skills with the ability to develop positive business relationships.
  • Strong ability to identify, analyze and solve problems as well as the ability to learn rapidly and adapt quickly to change.
  • Ability to work independently.
  • Developing decision‑making skills.
  • Knowledge of Microsoft Office Suite as well as other business‑related software.
  • Demonstrated leadership skills.
  • Education & Experience
  • Bachelor's degree preferred or equivalent experience.
  • Based on product line, successful completion of required exams or work towards certification may be required.
  • In certain jurisdictions, CNA is legally required to include a reasonable estimate of the compensation for this role. In District of Columbia, California, Colorado, Connecticut, Illinois, Maryland, Massachusetts, New York and Washington, the national base pay range for this job level is $35,000 to $65,000 annually. Salary determinations are based on various factors, including but not limited to, relevant work experience, skills, certifications and location.

    CNA offers a comprehensive and competitive benefits package to help our employees – and their family members – achieve their physical, financial, emotional and social wellbeing goals. For a detailed look at CNA's benefits, please visit

    CNA is committed to providing reasonable accommodations to qualified individuals with disabilities in the recruitment process. To request an accommodation, please contact

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