1

Surety Underwriter Trainee Jobs (NOW HIRING)

Berkley Surety is a highly professional, service-oriented surety underwriting management company ... Underwriting Trainees, as appropriate. Requirement * Minimum 4-year degree or related industry ...

Company Details Berkley Surety is a highly professional, service-oriented surety underwriting ... Underwriting Trainees, as appropriate. * Performs other duties as assigned. Qualifications ...

Company Details Berkley Surety is a highly professional, service-oriented surety underwriting ... Underwriting Trainees, as appropriate. * Performs other duties as assigned. Qualifications ...

Company Details Berkley Surety is a highly professional, service-oriented surety underwriting ... Trainees, as appropriate. Qualifications Requirements * Minimum 4-year degree or related industry ...

Company Details Berkley Surety is a highly professional, service-oriented surety underwriting ... Trainees, as appropriate. Qualifications Requirements * Minimum 4-year degree or related industry ...

next page

Showing results 1-20

Surety Underwriter Trainee information

See salary details

$32.5K

$78.9K

$139.5K

How much do surety underwriter trainee jobs pay per year?

As of Jun 11, 2026, the average yearly pay for surety 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 is a Surety Underwriter Trainee job?

A Surety Underwriter Trainee is an entry-level role in the surety bond industry where individuals learn to assess financial risk and underwrite surety bonds for businesses and individuals. Trainees analyze financial statements, evaluate creditworthiness, and work closely with agents and clients to determine bond eligibility. This role involves on-the-job training and mentorship to develop expertise in underwriting guidelines, risk management, and industry regulations. Over time, trainees advance to become full-fledged underwriters responsible for managing bond portfolios and making independent underwriting decisions.

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

To thrive as a Surety Underwriter Trainee, you should possess strong analytical skills, attention to detail, and at least a bachelor’s degree in finance, business, or a related field. Familiarity with underwriting software, financial statement analysis tools, and spreadsheet programs like Microsoft Excel is often necessary. Exceptional communication, problem-solving abilities, and a willingness to learn from mentors help trainees excel in collaborative and client-facing situations. These skills and qualities enable effective risk evaluation, accurate decision-making, and successful teamwork, all crucial in the surety underwriting industry.

What are some typical responsibilities of a Surety Underwriter Trainee?

As a Surety Underwriter Trainee, you will typically assist senior underwriters in evaluating the financial strength of companies and individuals applying for bonds, review financial statements, conduct risk analysis, and help prepare documentation for bonding decisions. You may also communicate directly with agents, brokers, and clients to gather necessary information and clarify underwriting requirements. Many trainees are exposed to a rotational training structure, allowing them to learn the nuances of both commercial and contract surety. This foundational experience is essential for building the expertise needed to move into a full underwriter role in the future.

More about Surety Underwriter Trainee jobs
What cities are hiring for Surety Underwriter Trainee jobs? Cities with the most Surety Underwriter Trainee job openings:
What are the most commonly searched types of Surety Underwriter jobs? The most popular types of Surety Underwriter jobs are:
What states have the most Surety Underwriter Trainee jobs? States with the most job openings for Surety Underwriter Trainee jobs include:
Infographic showing various Surety Underwriter Trainee job openings in the United States as of June 2026, with employment types broken down into 100% Full Time. Highlights an 67% In-person, and 33% Hybrid job distribution, with an average salary of $78,878 per year, or $37.9 per hour.
Underwriting Trainee: Environmental

Underwriting Trainee: Environmental

CapSpecialty

Middleton, WI • Hybrid

$61K - $87K/yr

Full-time

Life, Retirement, PTO

Posted 11 days ago


Job description

This is a hybrid position requiring 3 days in office at our Middleton, WI 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 Environmental Underwriting team. Candidates who successfully complete the program will become Underwriters. As an Underwriting Trainee, the individual will get hands on training within the Environmental 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, monthly business reviews (MBRs), Joint Accountability Groups (JAGs) and large claim meetings as appropriate. Trainees will spend time with Actuarial, Marketing & Engagement, 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:

  • Candidates will become immersed in the insurance principles they learn so that they have a basic understanding of how to evaluate a risk and can move into a production role upon completion of the Underwriting Training program.
  • Candidates will apply underwriting analysis on actual accounts to support production underwriters.
  • Candidates will begin to develop relationships with their assigned brokers.
  • Candidates will 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

Employment Type: FULL_TIME