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Insurance Underwriter Trainee Jobs in Florida (NOW HIRING)

Auto-Owners Insurance

Underwriter

Tallahassee, FL · On-site

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

Underwriter

Lakeland, FL · On-site

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 ...

Berkley

AVP, Regional Manager- Commercial

Orlando, FL · On-site

Berkley Corporation member company Berkley Insurance Company, which has an A.M. Best rating of A ... Underwriting Trainees, as appropriate. Requirements * Minimum 4-year degree or related industry ...

Berkley

AVP, Regional Manager- Commercial

Orlando, FL · On-site

Berkley Corporation member company Berkley Insurance Company, which has an A.M. Best rating of A ... Underwriting Trainees, as appropriate. Qualifications Requirements * Minimum 4-year degree or ...

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Insurance Underwriter Trainee information

See Florida salary details

$24.3K

$58.9K

$104.2K

How much do insurance underwriter trainee jobs pay per year?

As of Jul 27, 2026, the average yearly pay for insurance underwriter trainee in Florida is $58,945.00, according to ZipRecruiter salary data. Most workers in this role earn between $45,600.00 and $65,000.00 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.

What are the most commonly searched types of Insurance Underwriter jobs in Florida? The most popular types of Insurance Underwriter jobs in Florida are:
What are popular job titles related to Insurance Underwriter Trainee jobs in Florida? For Insurance Underwriter Trainee jobs in Florida, the most frequently searched job titles are:
What job categories do people searching Insurance Underwriter Trainee jobs in Florida look for? The top searched job categories for Insurance Underwriter Trainee jobs in Florida are:
What cities in Florida are hiring for Insurance Underwriter Trainee jobs? Cities in Florida with the most Insurance Underwriter Trainee job openings:
Insurance Underwriter Trainee jobs near you
Infographic showing various Insurance Underwriter Trainee job openings in Florida as of July 2026, with employment types broken down into 1% As Needed, 72% Full Time, 22% Part Time, and 5% Contract. Highlights an 96% Physical, 1% Hybrid, and 3% Remote job distribution, with an average salary of $58,945 per year, or $28.3 per hour.
Underwriter

Underwriter

Auto-Owners Insurance

Tallahassee, FL • On-site

Full-time

Retirement, PTO

Posted 10 days ago

Auto-Owners Insurance rating

9.2

Company rating: 9.2 out of 10

Based on 35 frontline employees who took The Breakroom Quiz

22nd of 299 rated insurance

Job description

A career at Auto-Owners is challenging and rewarding. Our group of caring associates create financial security by helping individuals and businesses make a new start when a loss occurs.
Job Description
We offer a merit-based work-from-home program based on job responsibilities. After initial training in-person, you could have the flexibility of work-from-home time as defined by the leadership team.
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 the underwriting decision-making process according to Company underwriting philosophy. This job includes training and development through completion of the Company's underwriter training program for the assigned line of insurance and requires the person to:
  • Learn various insurance coverages and contracts along with company philosophy and procedures, in order to make underwriting decisions
  • Read, interpret, and react to documents such as policies, manuals, forms, and endorsements to understand their meaning and use
  • Assemble information, develop opinions, and clearly express decisions using sound reasoning and judgment
  • Analyze loss experience, financial conditions and physical characteristics of risks
  • Acquire a working knowledge of supporting sections of the underwriting department
  • Effectively communicate with independent agents and other associates through verbal and/or written means
  • Participate in and successfully complete the Company underwriter training program

Desired Skills & Experience
  • Bachelor's degree or direct equivalent experience with property/casualty underwriting
  • Ability to organize data, multi-task and make decisions independently
  • Above average communication skills (written and verbal)
  • Ability to write reports and compose correspondence
  • Ability to resolve complex issues
  • Continually develop product knowledge through participation in approved educational programs

Benefits
Auto-Owners offers a wide range of career opportunities, and we are seeking talent that will help us continue our long tradition of success. We offer a friendly work environment, structured training program, employee mentoring and an excellent compensation/benefits package. Along with a competitive base salary, matched 401(k), fully-funded pension plan (once vested), and bonus programs, Auto-Owners also provides generous paid time off including holidays, vacation days, personal time, and sick leave. If you're looking to do rewarding work alongside great people, Auto-Owners is the place for you!
Equal Employment Opportunity
Auto-Owners Insurance is an equal opportunity employer. The Company hires, transfers, and promotes on the basis of ability, without consideration of disability, age, sex, race, color, religion, height, weight, marital status, sexual orientation, gender identity or national origin, or any factor contrary to federal, state or local law.
*Please note that the ability to work in the U.S. without current or future sponsorship is a requirement.
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