ZipRecruiter

Log In

1

Captive Insurance Manager Jobs in Florida (NOW HIRING)

Crumdale Specialty

Captive Solutions Partner

Destin, FL · On-site

$105K/yr

Crumdale Specialty is a diversified insurance firm providing custom, self-funded healthcare ... Coordinate with underwriting, operations, account management, and solution partners to ensure ...

Phoenix Investors

Be Seen First

Insurance Risk Manager

West Palm Beach, FL · On-site

The Insurance Risk Manager will support the overall business by providing high-level risk ... Captive management experience (831 B and 831 A) * Proficient in multiline and multi-state claim ...

PDP Group, Inc.

Account Manager I

Sarasota, FL · On-site

... captive insurance companies. Specific responsibilities include timely financial statement preparation, maintenance of corporate records, regulatory reporting as well as overall account management.

Peak Performance Team

F & I Manager

Jacksonville, FL

As real-world professionals who have spent years working in dealerships, insurance companies, and TPA's; we have become true subject matter experts in sales and marketing, captive and risk management ...

Peak Performance Team

F & I Manager

Jacksonville, FL · On-site

As real-world professionals who have spent years working in dealerships, insurance companies, and TPA's; we have become true subject matter experts in sales and marketing, captive and risk management ...

Peak Performance Team

F & I Manager

Jacksonville, FL · On-site

As real-world professionals who have spent years working in dealerships, insurance companies, and TPA's; we have become true subject matter experts in sales and marketing, captive and risk management ...

The Amynta Group

Accounting Assistant

Sarasota, FL · On-site

$18.75 - $24.50/hr

... the management of a portfolio of captive insurance companies and/or risk retention groups. Specific responsibilities include: * Prepares and inputs accounting transactions into the appropriate ...

PDP Group, Inc.

Accounting Assistant

Sarasota, FL · On-site

$18.75 - $24.50/hr

... the management of a portfolio of captive insurance companies and/or risk retention groups. Specific responsibilities include: * Prepares and inputs accounting transactions into the appropriate ...

previous pagenext page

Showing results 21-40

All JobsCaptive Insurance JobsCaptive Insurance Manager JobsCaptive Insurance Manager Jobs in Florida

Captive Insurance Manager information

See Florida salary details

$28K

$61.9K

$91.5K

How much do captive insurance manager jobs pay per year?

As of Aug 22, 2026, the average yearly pay for captive insurance manager in Florida is $61,874.00, according to ZipRecruiter salary data. Most workers in this role earn between $49,700.00 and $74,000.00 per year, depending on experience, location, and employer.

What is a captive insurance manager?

A Captive Insurance Manager oversees the operation and compliance of a captive insurance company, which is a subsidiary created by a parent company to insure its own risks. Their responsibilities include financial management, regulatory compliance, policy issuance, and claims oversight. They work closely with regulators, auditors, and actuaries to ensure the captive remains solvent and compliant. Additionally, they analyze risk exposure and recommend strategies to optimize coverage and financial efficiency.

What are the key skills and qualifications needed to thrive as a captive insurance manager?

To thrive as a Captive Insurance Manager, you need a solid understanding of insurance principles, risk management, regulatory compliance, and finance, typically supported by a bachelor’s degree in business, finance, or a related field. Familiarity with captive management software, data analysis tools, and industry certifications such as the Associate in Captive Insurance (ACI) or Chartered Property Casualty Underwriter (CPCU) is valuable. Strong organizational skills, attention to detail, effective communication, and the ability to build client relationships set successful managers apart. These competencies help ensure the effective administration of captive insurance programs, compliance with regulations, and delivery of tailored solutions to clients.

What are the typical career advancement opportunities for a captive insurance manager?

Captive Insurance Managers can progress in their careers by moving into senior management roles, such as Director of Captive Operations or Chief Risk Officer, especially within larger insurance or risk management firms. Many also transition into specialized consulting, regulatory positions, or broader roles in corporate risk management, expanding their influence and expertise. As the captive insurance industry grows, there are increasing opportunities to manage larger portfolios, lead teams, and help shape company strategy. Pursuing additional professional certifications and building a strong network within the industry can further enhance advancement prospects.

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 are popular job titles related to Captive Insurance Manager jobs in Florida?

For Captive Insurance Manager jobs in Florida, the most frequently searched job titles are:

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

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

What cities in Florida are hiring for Captive Insurance Manager jobs?

Cities in Florida with the most Captive Insurance Manager job openings:

Captive Insurance Manager jobs near you
Infographic showing various Captive Insurance Manager job openings in Florida as of August 2026, with employment types broken down into 100% Full Time. Highlights an 68% In-person, 6% Hybrid, and 26% Remote job distribution, with an average salary of $61,874 per year, or $29.7 per hour.

Captive Solutions Partner

Crumdale Specialty

Destin, FL • On-site

$105K/yr

Full-time

Medical, Dental, Vision, Life, Retirement

Re-posted 6 days ago

Job description

About Crumdale Specialty:

Crumdale Specialty is a diversified insurance firm providing custom, self-funded healthcare solutions to a limited distribution network of brokers, consultants, and agents nationwide. Ranked on the Inc. 5000 Fastest Growing Companies and Best Workplaces, we leverage industry expertise, superior talent, data analytics, and a disruptive mindset to manufacture, underwrite, and administer agile, transparent, and cost-saving solutions. We optimize the fragmented health benefits supply chain to reduce health benefit costs and create better outcomes for employers and employees.

At Crumdale, people come first. We strive to make a positive impact on the people we serve. We believe this starts with the passion and purpose of our team. Our company culture is rooted in alignment, innovation, and integrity.

About the Job:

Crumdale Specialty is seeking a Captive Sales Advisor to partner with Regional Sales Directors to win alternative funding opportunities specifically by turning "captive" from a conceptual idea into a clear, financeready decision for employers.

This role elevates the effectiveness of our field teams by simplifying technical components of self-funding, captives, stoploss strategy, and cost-containment solutions. This role plays a critical part in shaping deal strategy, enabling producers, and ensuring that opportunities move efficiently from discovery to close.

Key Responsibilities:

  • Serve as the subject matter expert on complex captive and alternative funding cases.
  • Equip producers with concise talk tracks, discovery paths, and executive-friendly explanations of risk, funding mechanics, governance, and key tradeoffs.
  • Support regional sales leaders in positioning Crumdale's captive solutions competitively and effectively.
  • Build, activate, and maintain referral networks across brokers and consultants.
  • Make it simple for external partners to introduce captive strategies.
  • Deliver training, tools, and confidence-building resources that expand captive pipeline opportunities.
  • Coordinate with underwriting, operations, account management, and solution partners to ensure cohesive deal execution.
  • Translate discovery findings into credible proposals and ensure readiness for financial and operational evaluation.
  • Maintain disciplined timelines and ensure seamless handoffs into onboarding.
  • Bring structure to the alternative funding sales motion with clear KPIs, next steps, and progress tracking.
  • Help internal teams prioritize support based on probability to close.
  • Ensure opportunities do not stall in "maybe" by driving accountability and clarity throughout the process.
  • Develop field-ready materials that increase speed-to-proposal and close rates.
  • Contribute to internal training, content creation, and tools that simplify complexity for both buyers and brokers.
  • Represent Crumdale's captive capabilities with clarity and authority in the market.

Requirements

  • Deep experience in self-funding, group captives, stoploss strategy, and employer funding models (midmarket focus).
  • Background working within national brokerage platforms or highgrowth consulting environments.
  • Strong executive communication skills with ability to translate complex concepts into simple, defensible employer decisions.
  • Proven ability to partner with frontline producers and guide complex deals through a disciplined sales process.
  • Ability to orchestrate cross-functional teams from underwriting through operations to deliver accurate, timely proposals.
  • High commercial acumen and strong relationshipbuilding skills in both direct sales and channel environments.

Benefits

At Crumdale, we strive to provide a comprehensive and supportive benefits package to ensure the well-being of our employees. Our benefits include:

  • Medical
  • Telemedicine
  • Dental
  • Vision
  • Life, AD&D, Disability
  • 401(k)
  • Flexible Time-off

Please note: Crumdale Specialty is not engaging with external recruitment agencies; please refrain from contacting us regarding this position.

Apply