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Captive Insurance Jobs in Florida (NOW HIRING)

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Vice President, Member Experience

Ponte Vedra, FL ยท On-site

$120K - $140K/yr

  • Medical

  • Dental

  • Vision

  • PTO

Bachelor's degree in a related field. * 3-4 years of account management experience in health or brokerage organization; experience in benefits, stop loss, or captive insurance is a plus. * Proof of ...

Head of Finance - Captives

Daytona Beach, FL ยท On-site

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Direct the preparation, review, and submission of GAAP and statutory financial statements for captive insurance entities, ensuring the completeness, accuracy, and timely reporting of all premium ...

Captive Solutions Partner

Orlando, FL

$108K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

Crumdale Specialty is a diversified insurance firm providing custom, self-funded healthcare ... Crumdale Specialty is seeking a Captive Sales Advisor to partner with Regional Sales Directors to ...

Captive Solutions Partner

Destin, FL

$105K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

Crumdale Specialty is a diversified insurance firm providing custom, self-funded healthcare ... Crumdale Specialty is seeking a Captive Sales Advisor to partner with Regional Sales Directors to ...

Captives Underwriter

Lake Mary, FL ยท Hybrid

$124K - $199K/yr

Experience with Captive insurance programs is desirable * Strong Excel and Math skills * Strong loss responsive or captive program and pricing knowledge * Strong coverage knowledge * Superior ...

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Captive Insurance information

What is a captive insurance?

A Captive Insurance job involves managing and operating a captive insurance company, which is a subsidiary created by a parent company to insure its own risks. Professionals in this field handle regulatory compliance, risk assessment, underwriting, claims management, and financial reporting. They work closely with actuaries, legal teams, and financial officers to optimize coverage and minimize costs. These roles are commonly found in industries with significant risk exposure, such as healthcare, manufacturing, and transportation.

What does a captive insurance company do?

A captive insurance company is a specialized entity created by a parent organization to insure its own risks. It manages and finances claims, provides risk management solutions, and often requires knowledge of insurance regulations and financial analysis. Employees in this field typically need strong analytical skills and industry certifications such as CPCU or ARM.

What are the key skills and qualifications needed to thrive in captive insurance?

To thrive in Captive Insurance, you need strong analytical skills, a solid understanding of insurance principles, and relevant educational background in finance, business, or risk management. Familiarity with captive management software, regulatory compliance systems, and industry certifications such as ACI or CPCU is often expected. Excellent communication, client relationship management, and problem-solving abilities are valuable soft skills. These competencies are essential for effectively designing, administering, and optimizing captive insurance programs to meet clients' unique risk and financial objectives.

What are the typical daily responsibilities of a captive insurance professional?

In a Captive Insurance role, your daily responsibilities may include analyzing client risk profiles, structuring and managing captive insurance policies, ensuring regulatory compliance, and coordinating with clients, brokers, and regulators. You might also oversee claims processing, prepare financial statements, and participate in meetings to discuss strategy and performance of the captive program. Collaboration with underwriters, actuaries, and legal professionals is common, and you'll often be involved in continuous monitoring to optimize coverage and cost-effectiveness. This dynamic environment offers exposure to a range of industries and provides opportunities to develop deep expertise in alternative risk solutions.

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

The most popular types of Captive Insurance jobs in Florida are:

What job categories do people searching Captive Insurance jobs in Florida look for?

The top searched job categories for Captive Insurance jobs in Florida are:

What cities in Florida are hiring for Captive Insurance jobs?

Cities in Florida with the most Captive Insurance job openings:

Infographic showing various Captive Insurance job openings in Florida as of August 2026, with employment types broken down into 1% As Needed, 74% Full Time, 19% Part Time, 1% Temporary, 4% Contract, and 1% Nights. Highlights an 89% Physical, 2% Hybrid, and 9% Remote job distribution.

Licensed Insurance Producer

ARNOLD'S INSURANCE AGENCY LLC

Land O Lakes, FL โ€ข On-site

$50K - $100K/yr

Full-time

Medical, Retirement, PTO

Re-posted 28 days ago


Job description

Join a Groundbreaking Captive Insurance Agency in Florida!
Position: Licensed 2-20 and 2-15 Insurance Agents
Location: Lutz / Land O Lakes, Florida
Type: Full-Time | Competitive Salary + Commission | Leadership Opportunity
Potential Earnings: $100,000+ annually with commission

Overview
We are seeking a motivated and dynamic Florida Licensed Insurance Agents to join our team. Ideal candidates will be responsible for selling insurance policies and providing exceptional customer service to clients. This role requires strong communication skills, a knack for negotiation, and the ability to analyze client needs to recommend appropriate insurance solutions. If you have a passion for sales and helping others secure their future, we want to hear from you

What We’re Looking For:

  • Active Florida 2-20 License (General Lines Agent) ( can achieve 215 license within first 60days)

  • Proven track record of success in property & casualty insurance

  • Deep understanding of Florida insurance markets and regulations

  • Entrepreneurial mindset, self-motivated with leadership potential

  • Excellent communication and customer relationship skills

  • Motivated, results-driven, and ready to help build a best-in-class agency

What We Offer:

  • The rare opportunity to get in on the ground floor of a captive agency backed by strong support and vision

  • Competitive base salary + aggressive commission structure, uncapped earning potential

  • Earn over $100,000 per year with salary & performance-based commissions

  • Long-term growth and leadership opportunities

  • Access to top-tier tools, training, and marketing support and leads

  • A collaborative, high-performance culture built on integrity and results

  • PTO, healthcare and other benefits available

About Us:

We are a newly formed captive agency representing a well known prestigious brand (not with Jake or mayhem) with a bold mission — to deliver better protection, better service, and better value to Florida residents. Backed by experienced industry leaders, we’re building a modern insurance operation that blends traditional expertise with cutting-edge strategies. Offering general lines, auto, home, life and several other commission opportunities.

Company Description

We are a captive AAA Insurance Agency. We offer AAA branded property and casualty products as well as several other insurnace companies.