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Underwriting Trainee Program Jobs in Boston, MA (NOW HIRING)

Underwriting Trainee Program information

What is the difference between Underwriting Trainee Program vs Underwriter?

AspectUnderwriting Trainee ProgramUnderwriter
CredentialsTypically requires a bachelor's degree, often in finance, economics, or related fieldsRequires relevant experience, certifications (e.g., CPCU), and industry knowledge
Work EnvironmentTraining-focused, entry-level, often in an office settingDecision-making role, responsible for evaluating risks and approving policies
Industry UsageCommonly used for onboarding new talent in insurance companiesEstablished professional role within insurance and reinsurance firms

The Underwriting Trainee Program is designed to train newcomers with foundational knowledge and skills, preparing them for a full underwriting role. In contrast, an Underwriter is an experienced professional responsible for assessing risks and making underwriting decisions. The program serves as a stepping stone toward becoming an underwriter, who typically has more industry experience and certifications.

What are the key skills and qualifications needed to thrive as an Underwriting Trainee, and why are they important?

To thrive in an Underwriting Trainee Program, you generally need a bachelor's degree (often in finance, business, or a related field), strong analytical abilities, and numerical proficiency. Familiarity with underwriting software, Microsoft Excel, and sometimes progress toward industry certifications like CPCU is beneficial. Attention to detail, effective communication, and eagerness to learn are standout soft skills for this entry-level role. These skills enable trainees to accurately assess risk, collaborate with teams, and develop into successful underwriters.

What is an Underwriting Trainee Program?

An Underwriting Trainee Program is a structured entry-level development program designed to train individuals in the fundamentals of insurance underwriting. Trainees learn how to assess risks, price insurance policies, and make decisions about coverage under the guidance of experienced underwriters. These programs typically combine classroom instruction, on-the-job training, and mentorship. Upon successful completion, trainees may transition into full-time underwriting positions with increased responsibilities.

What types of projects and responsibilities can I expect to handle during an Underwriting Trainee Program?

As an Underwriting Trainee, you will typically rotate through different lines of business and assist experienced underwriters in evaluating insurance applications, assessing risk, and determining policy terms. You'll be involved in reviewing financial documents, communicating with brokers and clients, and learning about regulatory compliance. The program often includes both classroom training and on-the-job experience, providing a well-rounded introduction to the underwriting process. This hands-on exposure helps you build foundational knowledge and prepares you for more independent underwriting responsibilities after completing the program.
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Infographic showing various Underwriting Trainee Program job openings in Boston, MA as of July 2026, with employment types broken down into 100% Full Time. Highlights an 100% In-person job distribution.
Insurance Agent Trainee- Hybrid (58054)

Insurance Agent Trainee- Hybrid (58054)

AAA Northeast

Newton, MA

$25.75 - $30.15/mo

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Posted 5 days ago


AAA Northeast rating

7.8

Company rating: 7.8 out of 10

Based on 35 frontline employees who took The Breakroom Quiz

173rd of 298 rated insurance


Job description

Launch Your Insurance Career with AAA Northeast – Paid Training, Licensing, and Unlimited Growth!

Join our dynamic team at AAA Northeast as a Field Insurance Agent, where you'll inspire and motivate clients, achieve results, and enjoy comprehensive training and support in a fast-paced, rewarding environment with excellent earning potential.

As a Field Insurance Agent, you will acquire the necessary knowledge to achieve licensing in Personal Lines, with all training and costs covered by AAA Northeast. Once licensed, you will sell personal lines insurance products to members who contact us over the phone, online, and in retail branches.
What You’ll Do:  

  • Sell insurance products and services, meeting or exceeding sales goals 
  • Interact with members in person at the branch, over the phone and online 
  • Compile coverage and rating information; confirm insurer underwriting criteria, coverage, and premium data 
  • Provide members with product and premium proposals that best fit their needs 
  • Develop leads and prospects by responding to referrals in a timely manner 
  • Participate in sales programs and maintain prospect files in the CRM system 
  • Develop general knowledge of Life products for referrals to licensed agents 
  • Follow agency processes and procedures in quoting and binding coverage, and processing member payments 
  • Work with Quality Assurance and Underwriting departments to minimize error and omission exposures 
  • Provide AAA Five Diamond service to all current and prospective AAA Insurance clients 
  • Build professional relationships with clients, insurance company representatives, dealerships, real estate agents, etc 
  • Gain knowledge of AAA Northeast membership benefits to offer and sell to clients 

This position is eligible for a $2500 sign-on bonus!

*Sign-on bonus terms: This bonus will be issued in two installments, the first after successful completion of 3 months of employment and the second after successful completion of 6 months of employment. These bonus terms take effect on your first day of work. 

 
What You'll Need:
 
Education
  • High School Diploma or GED required and
  • Associate's Degree preferred
Experience
  • 2+ years Sales or customer service experience required and
  • Insurance sales experience preferred
  • Outbound or cold-calling experience strongly preferred
Licenses and Certifications
  • Must obtain Personal Lines Insurance License within 60 days (training and exam fees covered by AAA Northeast) 
  • Life License within 1 year preferred

Benefits & Compensation 

  • Competitive base hourly rate + unlimited commission 
  • Paid Time Off: 3 weeks vacation, 12 holidays, 8 sick days annually 
  • Health Coverage: Medical, dental, and vision (AAA covers up to 88%) 
  • Retirement: 401(k) with 6% company match 
  • Free AAA membership, insurance discounts, tuition reimbursement, and more 

The pay rate for this position starts at $25.75- 28.15 per hour ( Based of Geo)  The base pay offered may vary depending on job-related knowledge, skills, and experience.   

Apply today and start your insurance career with AAA Northeast! 

Why AAA Northeast?  

Trusted Legacy: Over 100 years of service excellence.  

Career growth with a promote-from-within culture 

People-Focused: Rich history of protecting employees, members and the community. 

 
AAA Northeast is proud of our diverse culture, fostered by the many talents, skills, passions, and expertise of our employees. We are an equal opportunity employer. We do not discriminate in recruiting, hiring, or promotion based on race, color, creed or religion, national origin, sex, age, sexual orientation, veteran’s status, gender identity or expression, disability, genetic information, marital status, pregnancy, or membership in any other protected class. We thrive when our team members bring their whole selves to work.

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