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Insurance Underwriter Trainee Jobs in Maine (NOW HIRING)

Underwriter II

South Portland, ME · On-site

$68K - $85K/yr

Mentors Underwriting Trainees. Required Knowledge, Skills, Abilities and/or Related Experience ... Company provided Life & Disability Insurance to ensure financial protection when you need it most

Berkley Corporation, a Fortune 500 Commercial Lines Insurance Company. With key locations across ... Provide processing context and workflow education by ensuring Trainees understand training ...

Supervisor

Westbrook, ME · On-site

$75 - $85/hr

Berkley Corporation, a Fortune 500 Commercial Lines Insurance Company. With key locations across ... Provide processing context and workflow education by ensuring Trainees understand training ...

Berkley Corporation, a Fortune 500 Commercial Lines Insurance Company. With key locations across ... Provide processing context and workflow education by ensuring Trainees understand training ...

New

Berkley Corporation, a Fortune 500 Commercial Lines Insurance Company. With key locations across ... Provide processing context and workflow education by ensuring Trainees understand training ...

Insurance Underwriter Trainee information

See Maine salary details

$31.5K

$76.4K

$135.1K

How much do insurance underwriter trainee jobs pay per year?

As of Sep 5, 2026, the average yearly pay for insurance underwriter trainee in Maine is $76,370.00, according to ZipRecruiter salary data. Most workers in this role earn between $59,100.00 and $84,200.00 per year, depending on experience, location, and employer.

What is an insurance underwriter trainee?

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.

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 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.

Can you get a job as an insurance underwriter trainee with no experience?

Insurance underwriter trainee positions often accept candidates with little or no prior experience, focusing instead on relevant skills such as attention to detail, analytical ability, and strong communication. Employers may provide on-the-job training and may require a related degree or certification, such as an insurance license or coursework in risk management. Entry-level roles typically emphasize a willingness to learn and basic computer skills over extensive experience.

Is insurance underwriting hard to get into?

Insurance underwriting can be competitive, especially for entry-level trainee positions, as they often require strong analytical skills, attention to detail, and sometimes a relevant degree or certification. Gaining experience through internships or related coursework can improve chances, but the job typically involves learning industry-specific tools and regulations. Overall, it requires dedication and a willingness to develop specialized knowledge.

What are the most commonly searched types of Insurance Underwriter jobs in Maine?

The most popular types of Insurance Underwriter jobs in Maine are:

What are popular job titles related to Insurance Underwriter Trainee jobs in Maine?

For Insurance Underwriter Trainee jobs in Maine, the most frequently searched job titles are:

What job categories do people searching Insurance Underwriter Trainee jobs in Maine look for?

The top searched job categories for Insurance Underwriter Trainee jobs in Maine are:

What cities in Maine are hiring for Insurance Underwriter Trainee jobs?

Cities in Maine with the most Insurance Underwriter Trainee job openings:

Infographic showing various Insurance Underwriter Trainee job openings in Maine as of August 2026, with employment types broken down into 100% Full Time. Highlights an 50% In-person, and 50% Hybrid job distribution, with an average salary of $76,370 per year, or $36.7 per hour.

Underwriter II

Rsli

South Portland, ME • On-site

$68K - $85K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 14 days ago


Key responsibilities

  • Independently evaluates and synthesizes information to accept, modify, or reject risks on a case.

  • Reviews and evaluates all assigned risks in the Group lines of business, including plan design, experience, and manual rates, and provides guidance to sales, service, and internal partners for pricing and renewal decisions.

  • Evaluates coverage amounts, premium rates, and experience rates on new and inforce business, exercising independent judgment.


Job description

Job Responsibilities and Requirements
  • Independently evaluates and synthesizes information in order to accept, modify, or rejects risks on a case. Has the ability to exercise independence and discretion in making final decision making of risk accepted/rejected.

  • Book of business and new business quote activity is comprised of both experience and manually rated cases.

  • Utilizes experience in the industry, understanding of the client and marketplace to review and evaluate all assigned risks in the Group lines of business that includes plan design, experience, manual rates and provides guidance to sales, service, and all internal business partners to price and renew all business lines. The overall final case position is determined by the Underwriter II.

  • Has a thorough understanding of our manual rating approach, including base rates and factors that drive claims cost changes. Understands PACS and evaluates inforce business for cross sell, enrollment, plan design changes and other NBOC (New Business Old Case) situations to help generate additional revenue. These factors are utilized in the final position on a case.

  • Displays strong understanding of our experience rating methodology and is beginning to understand factors that contribute to aggressive or conservative formula rates and utilizes those in evaluation for overall case position. Independently determines.

  • Evaluates coverage amounts, premium rates and experience rates on new and inforce business, which includes new business submissions, amendments to in-force plans and renewals exercising independent judgment.

  • Develops and maintains a strong relationship with sales and service partners in the field.

  • Following analysis and evaluation articulates final decision rationale on case pricing.

  • Identifies and communicates to management product risk in a way that is easily understood.

  • Knowledge of both pre-sale and renewal underwriting and can complete complex tasks on both independently.

  • Effectively collaborates with colleagues in various functions (contracts, claims, compliance) to reach decisions favorable for RSL that are included in the sold case which was finalized by the Underwriter II.

  • Identifies and communicates to management product and systems enhancements for the betterment and continuous improvement of the Underwriting department.

  • Leads projects that focus on increasing the efficiency and effectiveness of the underwriting function. These projects will focus on creating more efficient operations leading to overall more enhanced positions being produced. (Typically 15% of time)

  • Trains underwriting staff on underwriting guidelines and principles.

  • Mentors Underwriting Trainees.

Required Knowledge, Skills, Abilities and/or Related Experience

  • Bachelor's degree required.

  • Three to five years previous relevant underwriting experience required.

  • Working knowledge of group products for all lines of coverage.

  • Effective verbal and written communication skills.

  • Ability to make decisions concerning the acceptability of Group Risks with moderate supervision.

  • Strong mathematical skills and analytical skills.

  • Excellent organizational skills with the ability to perform detailed and diversified duties including prioritization of high volume/deadline workload.

  • High level of customer service orientation.

  • Ability to research and solve problems with moderate supervision.

  • Proficient in negotiation skills with both internal and external customers.

  • Demonstration of project management skills in management of book of business.

  • Proficient with Excel, Power Point, and other Microsoft office applications.

Ability to Travel: None


The expected hiring range for this position is $68,640.00 - $85,800.00 annually for work performed in the primary location (Philadelphia, PA). This expected hiring range covers only base pay and excludes any other compensation components such as commissions or incentive awards. The successful candidate's starting base pay will be based on several factors including work location, job-related skills, experience, qualifications, and market conditions. These ranges may be modified in the future.


Work location may be flexible if approved by the Company.


What We Offer

At Reliance Matrix, we believe that fostering an inclusive culture allows us to realize more of our potential. And we can't do this without our most important asset-you.

That is why we offer a competitive pay package and a range of benefits to help team members thrive in their financial, physical, and mental wellbeing.

Our Benefits:

  • An annual performance bonus for all team members
  • Generous 401(k) company match that is immediately vested
  • A choice of three medical plans (that include prescription drug coverage) to suit your unique needs. For High Deductible Health Plan enrollees, a company contribution to your Health Savings Account
  • Multiple options for dental and vision coverage
  • Company provided Life & Disability Insurance to ensure financial protection when you need it most
  • Family friendly benefits including Paid Parental Leave & Adoption Assistance
  • Hybrid work arrangements for eligible roles
  • Tuition Reimbursement and Continuing Professional Education
  • Paid Time Off - new hires start with at least 20 days of PTO per year in addition to nine company paid holidays. As you grow with us, your PTO may increase based on your level within the company and years of service.
  • Volunteer days, community partnerships, and Employee Assistance Program
  • Ability to connect with colleagues around the country through our Employee Resource Group program

Our Values:

  • Integrity
  • Empowerment
  • Compassion
  • Collaboration
  • Fun

EEO Statement

Reliance Matrix is an equal opportunity employer. We adhere to a policy of making employment decisions without regard to race, color, religion, sex, national origin, citizenship, age or disability, or any other classification or characteristic protected by federal or state law or regulation. We assure you that your opportunity for employment depends solely on your qualifications.


#LI-Hybrid .