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Underwriting Trainee Program Jobs in Florida (NOW HIRING)

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Underwriting Trainee Program information

What is an underwriting trainee program?

An Underwriting Trainee Program is a structured entry-level development program designed to train individuals in the fundamentals of insurance underwriting. Trainees learn how to assess risks, price insurance policies, and make decisions about coverage under the guidance of experienced underwriters. These programs typically combine classroom instruction, on-the-job training, and mentorship. Upon successful completion, trainees may transition into full-time underwriting positions with increased responsibilities.

What types of projects and responsibilities can I expect to handle during an underwriting trainee program?

As an Underwriting Trainee, you will typically rotate through different lines of business and assist experienced underwriters in evaluating insurance applications, assessing risk, and determining policy terms. You'll be involved in reviewing financial documents, communicating with brokers and clients, and learning about regulatory compliance. The program often includes both classroom training and on-the-job experience, providing a well-rounded introduction to the underwriting process. This hands-on exposure helps you build foundational knowledge and prepares you for more independent underwriting responsibilities after completing the program.

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

To thrive in an Underwriting Trainee Program, you generally need a bachelor's degree (often in finance, business, or a related field), strong analytical abilities, and numerical proficiency. Familiarity with underwriting software, Microsoft Excel, and sometimes progress toward industry certifications like CPCU is beneficial. Attention to detail, effective communication, and eagerness to learn are standout soft skills for this entry-level role. These skills enable trainees to accurately assess risk, collaborate with teams, and develop into successful underwriters.

What is the difference between Underwriting Trainee Program vs Underwriter?

AspectUnderwriting Trainee ProgramUnderwriter
CredentialsTypically requires a bachelor's degree, often in finance, economics, or related fieldsRequires relevant experience, certifications (e.g., CPCU), and industry knowledge
Work EnvironmentTraining-focused, entry-level, often in an office settingDecision-making role, responsible for evaluating risks and approving policies
Industry UsageCommonly used for onboarding new talent in insurance companiesEstablished professional role within insurance and reinsurance firms

The Underwriting Trainee Program is designed to train newcomers with foundational knowledge and skills, preparing them for a full underwriting role. In contrast, an Underwriter is an experienced professional responsible for assessing risks and making underwriting decisions. The program serves as a stepping stone toward becoming an underwriter, who typically has more industry experience and certifications.

What cities in Florida are hiring for Underwriting Trainee Program jobs?

Cities in Florida with the most Underwriting Trainee Program job openings:

Training Specialist - Insurance Operations

Slide Insurance

Tampa, FL • On-site

Full-time

Re-posted 9 days ago


Job description

Slide Insurance - Fun. Innovation Driven. Fueled by Passion, Purpose and Technology.
At Slide, you will not only be part of a successful team, but you will also be a part of our Slide Vibe/award winning culture where collaboration and innovation are expected, recognized and awarded!
What you will be doing:
  • Develop and deliver instructor-led, virtual, and e-learning training for:
    • Employees (claims, underwriting, customer service, corporate functions)
    • Independent agencies and producers
  • Translate complex insurance products, underwriting guidelines, and operational requirements into clear, actionable training content.
  • Facilitate onboarding and role-based training for new hires and newly appointed agencies/producers.
  • Support training related to new products, pricing changes, system implementations, and process updates.
  • Design and administer agency training programs aligned with underwriting appetite, risk selection standards, and operational expectations.
  • Track agency training completion and support documentation needed for regulatory exams, audits, and carrier oversight.
  • Manage training assignments, completion tracking, and reporting within the LMS or agency training platform.
  • Maintain training curricula, schedules, and documentation for internal and external audiences.
  • Produce completion and effectiveness reports for leadership, Compliance, and regulators.
  • Collaborate with department leaders, Distribution, and Training leadership to identify training needs and performance gaps.
  • Recommend training solutions that reinforce consistent execution and regulatory compliance.
  • Support continuous improvement initiatives through targeted training interventions.
  • Update training materials to reflect regulatory changes, underwriting updates, product changes, and system enhancements.
  • Ensure consistency across employee and agency training content.
  • Apply adult learning and instructional design best practices.
  • Monitor the performance and progress of trainees during and after training, offering structured guidance and feedback.
  • Collect feedback on sessions from attendees to use for future improvements to content and presentation.
  • Develop and create training aids, as needed.
  • Stay up to date with industry trends, regulations, and best practices related to P&C insurance.
  • Perform other duties as assigned.

What you already have:
Education, Experience, and Licensing Requirements:
  • Bachelor's degree in Education, Instructional Design, Human Resources, Insurance or related field.
  • Minimum 4 years' experience supporting P&C insurance operations and/or agency distribution models.
  • Minimum 3 years' experience in training, learning & development, or operational instruction.
  • Professional certifications in instructional design/adult learning or within the insurance industry (e.g., CPCU, AIC) are a plus.

Qualifications/Skills and Competencies:
  • Strong facilitation and presentation skills.
  • Strong knowledge of Property & Casualty insurance principles, products, and operations
  • Proficiency in using instructional design tools and e-learning platforms.
  • Excellent organizational skills and attention to detail.
  • Analytical mindset to assess training effectiveness and make data-driven improvements.
  • Ability to adapt to changing environments and adjust training strategies accordingly.
  • Strong interpersonal skills to collaborate effectively with diverse teams and individuals.
  • Ability to think critically and objectively.
  • Proficient in MSO/365 applications such as Microsoft Teams, SharePoint, Word, Excel, PowerPoint, and Outlook.
  • Desire to live Slide's Core Values.

What Slide Offers To YouThe Slide Vibe - An opportunity to be a part of a fun and innovation-driven culture fueled by Passion, Purpose and Technology! Slide offers many opportunities to collaborate and innovate across the company and departments, as well as get to know other Sliders. From coffee chats, to clubs, to social events - we plan it, so all Sliders feel included and Enjoy their Journey.
Benefits - Created using Slider feedback, Slide offers a comprehensive and affordable benefits package to cover all aspects of health...Physical, Emotional, Financial, Social and Professional. A Lifestyle Spending Account is set up for each Slider and Slide contributes to it monthly for use on any benefit that individually suits you - Health Your Way!
2023 - 2026 BEST PLACE TO WORK - Tampa Bay Business Journal
2024, 2025 & 2026 TOP WORKPLACE - Tampa Bay Times & USA TODAY