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Special Risks Underwriting Trainee

Job in Hartford, Hartford County, Connecticut, 06112, USA
Listing for: CapSpecialty
Apprenticeship/Internship, Per diem position
Listed on 2026-01-24
Job specializations:
  • Insurance
    Underwriter, Insurance Analyst, Risk Manager/Analyst, Insurance Claims
Job Description & How to Apply Below

This is a hybrid position requiring 3 days in the office at our Hartford, CT office location.

At Cap Specialty, we are a specialty underwriting company driven by informed, entrepreneurial and proactive employees. We offer competitive compensation and benefits packages, including an innovative open vacation plan, generous paid sick and parental leave, fully vested matching 401k, company-paid group term life insurance, short- and long-term disability plans, professional and educational growth opportunities, a flexible and casual work environment, and recognition for exceptional performance.

See our full list of Total Rewards here.

Cap Specialty is seeking college graduates for a year-long Underwriting Trainee position on our Special Risks Underwriting team. Candidates who successfully complete the program will become Underwriters. As an Underwriting Trainee, you will receive hands-on training within the Special Risks Underwriting Unit, plus time with department heads and leaders across the company to learn about insurance operations, Cap Specialty history, how insurance companies generate profits, and the role of reinsurance.

Trainees will learn the basics of underwriting specialty lines, analyzing financial statements, interpreting policy forms, and interacting with Cap Specialty’s wholesale broker partners. Trainees will participate in department meetings, round tables, monthly business reviews (MBRs), Joint Accountability Groups (JAGs) and large claim meetings as appropriate. You will spend time with Actuarial, Marketing & Engagement, Claims and Portfolio Management, and accompany members of the underwriting team on marketing visits.

Formal performance evaluations occur at three, six, nine, and 12 months. The Underwriting Training program is designed to provide the knowledge and skills required to begin a successful underwriting career.

Duties / Responsibilities
  • Become immersed in the insurance principles to gain a basic understanding of how to evaluate a risk and move into a production role upon completion of the Underwriting Training program.
  • Apply underwriting analysis on actual accounts to support production underwriters.
  • Develop relationships with assigned brokers.
  • Perform other duties as needed.
Supervisory Responsibilities

None.

Core Competencies
  • Superior oral and written communication skills coupled with sales skills and the ability to develop relationships with brokers.
  • Skilled in the use of personal computers, the internet and multiple software applications and programs.
  • Ability to work independently, problem solve and meet deadlines while also working on a team.
  • Strong organizational skills with an attention to detail.
Education And Experience
  • Bachelor’s degree from an accredited college.
  • Previous office experience helpful.
Physical Demands
  • Prolonged periods of sitting at a desk and working on a computer.
  • May be required to lift up to 15 lbs. at times.
  • May require business travel up to 15%.

Cap Specialty is a leading provider of specialty insurance and bonds for small- to mid-sized businesses in the U.S., offering casualty, professional liability, surety and fidelity products in all 50 states and the District of Columbia. By working with select partners through a limited distribution model, Cap Specialty's creative, hard-working team provides personalized service and cultivates mutually successful partnerships to deliver positive results.

Cap Specialty is an operating subsidiary of Berkshire Hathaway, and its carriers have an A ("Excellent") rating from A.M. Best, writing both admitted and non-admitted policies. For more information, please visit

Apply today!

Equal Employment Opportunity Employer

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