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Insurance Underwriter Trainee Jobs (NOW HIRING)

Auto-Owners Insurance, a top-rated insurance carrier, is seeking a motivated underwriting trainee to join our team. This job performs and applies insurance coverage, rules and guidelines to execute ...

Auto-Owners Insurance, a top-rated insurance carrier, is seeking a motivated underwriting trainee to join our team. This job performs and applies insurance coverage, rules and guidelines to execute ...

Auto-Owners Insurance, a top-rated insurance carrier, is seeking a motivated underwriting trainee to join our team. This job performs and applies insurance coverage, rules and guidelines to execute ...

Auto-Owners Insurance, a top-rated insurance carrier, is seeking a motivated underwriting trainee to join our team. This job performs and applies insurance coverage, rules and guidelines to execute ...

Auto-Owners Insurance, a top-rated insurance carrier, is seeking a motivated underwriting trainee to join our team. This job performs and applies insurance coverage, rules and guidelines to execute ...

Auto-Owners Insurance, a top-rated insurance carrier, is seeking a motivated underwriting trainee to join our team. This job performs and applies insurance coverage, rules and guidelines to execute ...

Auto-Owners Insurance, a top-rated insurance carrier, is seeking a motivated underwriting trainee to join our team. This job performs and applies insurance coverage, rules and guidelines to execute ...

Auto-Owners Insurance, a top-rated insurance carrier, is seeking a motivated underwriting trainee to join our team. This job performs and applies insurance coverage, rules and guidelines to execute ...

Auto-Owners Insurance, a top-rated insurance carrier, is seeking a motivated underwriting trainee to join our team. This job performs and applies insurance coverage, rules and guidelines to execute ...

Auto-Owners Insurance, a top-rated insurance carrier, is seeking a motivated underwriting trainee to join our team. This job performs and applies insurance coverage, rules and guidelines to execute ...

Auto-Owners Insurance, a top-rated insurance carrier, is seeking a motivated underwriting trainee to join our team. This job performs and applies insurance coverage, rules and guidelines to execute ...

Auto-Owners Insurance, a top-rated insurance carrier, is seeking a motivated underwriting trainee to join our team. This job performs and applies insurance coverage, rules and guidelines to execute ...

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Insurance Underwriter Trainee information

See salary details

$32.5K

$78.9K

$139.5K

How much do insurance underwriter trainee jobs pay per year?

As of Jul 18, 2026, the average yearly pay for insurance underwriter trainee in the United States is $78,878.00, according to ZipRecruiter salary data. Most workers in this role earn between $61,000.00 and $87,000.00 per year, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive in the Insurance Underwriter Trainee position, and why are they important?

To excel as an Insurance Underwriter Trainee, strong analytical abilities, attention to detail, and a bachelor’s degree in finance, business, or a related field are typically required. Familiarity with underwriting software and risk assessment tools, as well as proficiency in Microsoft Office Suite, is highly valuable. Effective communication, teamwork, and eagerness to learn help candidates build relationships and adapt to changing guidelines. These skills are vital for making accurate risk decisions, supporting team objectives, and ensuring compliance with industry standards.

Is insurance underwriting hard to get into?

Insurance underwriting can be competitive, but entry often requires a relevant degree, such as in finance or risk management, and strong analytical skills. Internships or trainee programs can help candidates gain experience and improve their chances of entering the field.

How to get into underwriting with no experience?

Insurance underwriter trainees can enter the field with minimal experience by obtaining relevant education such as a degree in finance, economics, or risk management, and developing strong analytical and communication skills. Gaining familiarity with insurance policies, using underwriting software, and pursuing entry-level positions or internships can also help build necessary experience for a career in underwriting.

What does the typical career path look like for an Insurance Underwriter Trainee?

As an Insurance Underwriter Trainee, you will begin by learning the fundamentals of risk assessment, policy evaluation, and company underwriting guidelines under the supervision of experienced underwriters. Over time, trainees take on greater responsibilities, such as reviewing applications, making independent recommendations, and interacting more directly with agents and clients. Many trainees advance to Underwriter roles within one to two years, with opportunities for further specialization or progression into senior underwriter or management positions. Career growth often depends on performance, continued education, and acquiring professional certifications such as the Chartered Property Casualty Underwriter (CPCU) designation.

What is an underwriting trainee?

An insurance underwriting trainee is an entry-level position where individuals learn to assess insurance applications, evaluate risk factors, and determine policy terms under supervision. The role typically involves training in underwriting guidelines, using specialized software, and developing industry knowledge to become a fully qualified underwriter.

How to start a career in insurance underwriting?

To start a career as an insurance underwriter trainee, obtain a bachelor's degree in fields like finance, business, or risk management. Gaining knowledge of insurance policies, risk assessment, and using underwriting software is essential, and some employers offer on-the-job training or entry-level positions to develop relevant skills.

What is an Insurance Underwriter Trainee job?

An Insurance Underwriter Trainee is an entry-level position where individuals learn how to assess risks and determine appropriate insurance coverage, terms, and premiums. Trainees undergo structured training, including coursework and hands-on experience, to understand underwriting guidelines and company policies. They work closely with senior underwriters to evaluate applications, analyze data, and make informed decisions. This role is ideal for those with strong analytical skills and attention to detail who are interested in a career in the insurance industry.

More about Insurance Underwriter Trainee jobs
What cities are hiring for Insurance Underwriter Trainee jobs? Cities with the most Insurance Underwriter Trainee job openings:
What are the most commonly searched types of Insurance Underwriter jobs? The most popular types of Insurance Underwriter jobs are:
What states have the most Insurance Underwriter Trainee jobs? States with the most job openings for Insurance Underwriter Trainee jobs include:
Underwriting Trainee - Small Business Casualty

Underwriting Trainee - Small Business Casualty

CapSpecialty

Hartford, CT • Hybrid

$61K - $87K/yr

Full-time

Life, Retirement, PTO

Posted 22 days ago


Job description

This is a hybrid position requiring 3 days in office at our Hartford, CT office location. #LI-Hybrid

At CapSpecialty, we are a specialty underwriting company being driven by well-informed, entrepreneurial and proactive employees. Come join our exciting company where you can really make an impact, and each individual's unique skills and talents are recognized and valued. You will find an accessible leadership team that welcomes opinions and ideas. We owe much of our success to our collaborative environment and set of three guiding principles rooted in customer-centricity, employee excellence and corporate culture.

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 and short- & long-term disability plans, professional and educational growth opportunities, flexible and casual work environment, and recognition for exceptional performance. Please see our full list of Total Rewards here.

CapSpecialty is seeking college graduates for a year-long Underwriting Trainee position on our new Small Business Casualty Underwriting team. Candidates who successfully complete the program will become Underwriters. As an Underwriting Trainee, the individual will get hands on training within the Small Business Underwriting Unit, in addition to time spent with various department heads and leaders across the company to learn more about insurance operations, the history of CapSpecialty, how insurance companies generate profits and the role of reinsurance. Trainees will learn the basics of how to underwrite specialty lines insurance, analyze financial statements, interpret a policy form and interact with CapSpecialty’s wholesale broker partners. Trainees will participate in department meetings, roundtables, Joint Accountability Groups (JAGs) and large claim meetings as appropriate. Trainees will spend time with Actuarial, Business Development, Claims and Portfolio Management, in addition to accompanying members of the underwriting team on marketing visits. Formal performance evaluations will occur at three, six, nine and 12 months. The Underwriting Training program is designed to provide candidates with the knowledge and skills required to begin a successful underwriting career.

Duties/Responsibilities:

  • Become immersed in the learned insurance principles in order to gain a basic understanding of how to evaluate a risk and an ability to 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 an 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 as a team player.
  • 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 10 lbs. at times.
  • May require business travel up to 15%.

CapSpecialty 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, CapSpecialty's creative, hard-working team provides personalized service and cultivates mutually successful partnerships to deliver positive results. CapSpecialty is an operating subsidiary of Berkshire Hathaway, and its carriers have an A+ ("Superior") rating from A.M. Best, writing both admitted and non-admitted policies. For more information, please visit CapSpecialty.com.

Apply today!

Equal Employment Opportunity Employer