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Underwriting Trainee - Surety

Job in Boston, Suffolk County, Massachusetts, 02298, USA
Listing for: CNA
Apprenticeship/Internship position
Listed on 2026-01-12
Job specializations:
  • Finance & Banking
    Financial Analyst, Risk Manager/Analyst
  • Insurance
    Financial Analyst, 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

You have a clear vision of where your career can go. And we have the leadership to help you get there. At CNA, we strive to create a culture in which people know they matter and are part of something important, ensuring the abilities of all employees are used to their fullest potential.

THIS ROLE WILL START IN JUNE 2026

Are you looking for an adventure and the opportunity to start an exciting career? Do you have a college degree in Finance, Accounting, Economics or Business Administration? If so, CNA could have the perfect opportunity for you as a Surety Underwriting Trainee!

CNA Surety’s Underwriting Trainee Program offers a rewarding career path for individuals interested in working for a company that provides hands on experience and unique opportunities. The trainee program is for 1 year and upon successful completion of the program individuals will be promoted to an Underwriter.

Job Description

As a Surety Underwriting Trainee, you will have access to professional skills development, productivity courses and much more. Primarily responsible for learning underwriting principles and standards in a CNA Surety branch office. Analyzes, evaluates, and refers new and existing business to a more senior level underwriter within the branch office. During the program our curriculum provides:

  • Reviews bond applications and financial documentation to determine if the applicant is an acceptable risk in accordance with company guidelines and standards. Determines the need for additional evidence of financial standing and appropriate strategy.
  • Instructor‑led training, testing, self‑study courses, web‑based training and practical application with guidance through a formal mentoring program.
  • Recommends 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.
  • May assist in marketing products and services through agencies or through the brokerage community. Develops and maintains positive agency and/or broker relationships to ensure positive outcomes. May travel approximately 1 to 1 ½ days a week to agent locations shadowing more senior underwriters prospecting business.
  • Performs other essential duties as assigned.
Knowledge & Skills Required
  • BA/BS in Finance, Accounting, Business Administration or similar program. Minor in Marketing or Communication Studies a plus.
  • Prior work or internship experience in a related discipline (finance, credit, accounting) strongly preferred.
  • Must possess excellent communication and analysis skills.

CNA Surety is known for its expert underwriting, solid financial strength, market leadership and creative solutions to all bonding requirements. Through a combined network of approximately 34,000 independent agents, the company has the capability to serve a full range of bonding needs, from the smallest commercial bonds to multi‑million dollar contract bonds. With a highly diverse product line, one of the broadest underwriting capabilities in the industry, and an unparalleled distribution system, CNA Surety ranks as one of the largest surety companies in the United States.

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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