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Underwriting Trainee Jobs in Florida (NOW HIRING)

Auto Owners Insurance Company

Underwriter

Lakeland, FL · On-site

  • Retirement

  • PTO

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

Tallahassee, FL · On-site

  • Retirement

  • PTO

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 Company

Underwriter

Tallahassee, FL · Hybrid

  • Retirement

  • PTO

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

  • Retirement

  • PTO

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 ...

FCCI Insurance Group

Underwriting Technician Trainee

Sarasota, FL

$16.91 - $26.04/hr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Currently seeking a detail-oriented individual for our Underwriting Technician Trainee opportunity, which is a developmental position. This individual will learn to process all lines of commercial ...

FCCI Insurance Group

Underwriting Technician Trainee

Sarasota, FL

$16.91 - $26.04/hr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Currently seeking a detail-oriented individual for our Underwriting Technician Trainee opportunity, which is a developmental position. This individual will learn to process all lines of commercial ...

FCCI Insurance Group

Underwriting Technician Trainee

Sarasota, FL · On-site

$16.91 - $26.04/hr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Currently seeking a detail-oriented individual for our Underwriting Technician Trainee opportunity, which is a developmental position. This individual will learn to process all lines of commercial ...

FCCI Insurance Group

Underwriting Technician Trainee

Sarasota, FL · On-site

$16.91 - $26.04/hr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Currently seeking a detail-oriented individual for our Underwriting Technician Trainee opportunity, which is a developmental position. This individual will learn to process all lines of commercial ...

Berkley

AVP, Regional Manager- Commercial

Orlando, FL · On-site

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Responsible for the development and supervision of Portfolio Managers, Executive Underwriters, Sr. Underwriters, Underwriters, Associate Underwriters or Underwriting Trainees, as appropriate.

Berkley

AVP, Regional Manager- Commercial

Orlando, FL · On-site

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Responsible for the development and supervision of Portfolio Managers, Executive Underwriters, Sr. Underwriters, Underwriters, Associate Underwriters or Underwriting Trainees, as appropriate.

Berkley

AVP, Regional Manager- Commercial

Orlando, FL · On-site

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Responsible for the development and supervision of Portfolio Managers, Executive Underwriters, Sr. Underwriters, Underwriters, Associate Underwriters or Underwriting Trainees, as appropriate.

DR Horton, Inc.

Mortgage Mastery Trainee

Palm Bay, FL · On-site

  • Medical

  • Dental

  • Vision

Horton, Inc. is currently looking for a Mortgage Mastery Trainee for their Corporate Mortgage ... Submit files to Underwriting. * Review conditions. * Provide loan status. * When all conditions are ...

DR Horton, Inc.

Mortgage Mastery Trainee

Orlando, FL · On-site

  • Medical

  • Dental

  • Vision

Horton, Inc. is currently looking for a Mortgage Mastery Trainee for their Corporate Mortgage ... Submit files to Underwriting. * Review conditions. * Provide loan status. * When all conditions are ...

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All JobsUnderwriting JobsUnderwriting Trainee JobsUnderwriting Trainee Jobs in Florida

Underwriting Trainee information

See Florida salary details

$24.3K

$58.9K

$104.2K

How much do underwriting trainee jobs pay per year?

As of Aug 15, 2026, the average yearly pay for underwriting 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 do underwriting trainees do?

Underwriting trainees assist in evaluating insurance applications by reviewing applicant information, assessing risks, and determining coverage eligibility. They learn to analyze data, use underwriting software, and develop decision-making skills under supervision, often working in an office environment with ongoing training.

What is the difference between Underwriting Trainee vs Underwriter?

AspectUnderwriting TraineeUnderwriter
CredentialsTypically entry-level, may require a degree in finance, insurance, or related fieldProfessional certification often preferred, such as CPCU or similar
Work EnvironmentTraining programs, supervised tasks, learning-focusedDecision-making, risk assessment, independent or team-based
Job ResponsibilitiesAssisting in risk evaluation, learning underwriting processesEvaluating risks, approving or rejecting policies

In summary, an Underwriting Trainee is an entry-level role focused on learning and supporting underwriting tasks, while an Underwriter is a fully responsible professional making risk decisions independently.

How much do beginner underwriting trainees make?

Entry-level underwriting trainees typically earn between $40,000 and $55,000 annually, depending on the industry, location, and company size. Starting salaries may increase with relevant skills, certifications, and experience in risk assessment and insurance policies.

What is an underwriting trainee?

Underwriting Trainees are entry-level professionals who are learning how to evaluate insurance applications, assess risks, and determine appropriate coverage and premiums. They work under the supervision of experienced underwriters and receive training in company policies, industry regulations, and risk assessment techniques. The goal of an underwriting trainee is to develop the skills necessary to make sound decisions regarding accepting or rejecting insurance applications and to eventually become a fully qualified underwriter.

What kind of training and mentorship can an underwriting trainee expect during their first year?

As an Underwriting Trainee, you can expect a structured onboarding process that combines classroom learning with hands-on experience. Most insurance companies pair trainees with experienced underwriters or mentors who provide guidance on risk assessment, policy review, and client interactions. You’ll likely rotate through different insurance lines to gain a broad understanding of underwriting practices, and participate in team meetings to discuss real cases. This collaborative environment helps you build technical skills and professional networks, laying a solid foundation for advancement within the company.

How do you become an underwriting trainee?

To become an underwriting trainee, candidates typically need a bachelor's degree in finance, economics, or a related field. Relevant skills include analytical thinking and attention to detail, and some companies may require or prefer prior internship experience in insurance or finance. On-the-job training is provided, and strong communication skills are beneficial.

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

To thrive as an Underwriting Trainee, you need strong analytical skills, attention to detail, and a bachelor's degree in finance, business, or a related field. Familiarity with underwriting software, risk assessment tools, and proficiency in Microsoft Excel are typically required, and some employers may value progress toward professional certifications like CPCU. Effective communication, organization, and a willingness to learn help candidates stand out in this entry-level position. These skills and qualities are essential for accurately assessing risks, managing data, and building a successful foundation for a career in insurance underwriting.

What are the most commonly searched types of Underwriting jobs in Florida?

The most popular types of Underwriting jobs in Florida are:

What are popular job titles related to Underwriting Trainee jobs in Florida?

For Underwriting Trainee jobs in Florida, the most frequently searched job titles are:

What job categories do people searching Underwriting Trainee jobs in Florida look for?

The top searched job categories for Underwriting Trainee jobs in Florida are:

What cities in Florida are hiring for Underwriting Trainee jobs?

Cities in Florida with the most Underwriting Trainee job openings:

Underwriting Trainee jobs near you
Infographic showing various Underwriting Trainee job openings in Florida as of August 2026, with employment types broken down into 91% Full Time, 6% Part Time, and 3% Contract. Highlights an 73% Physical, 9% Hybrid, and 18% Remote job distribution, with an average salary of $58,945 per year, or $28.3 per hour.

Underwriter

Auto Owners Insurance Company

Lakeland, FL • On-site

Full-time

Retirement, PTO

Re-posted 4 days ago

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 in-person training of up to 6 months, you could have the flexibility of work-from-home time up to 3 days per week.

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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