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Remote Captive Insurance Jobs in Florida (NOW HIRING)

215 240 Licensed Health Insurance Agent

Tampa, FL · Remote

$43K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Licensed Benefit Advisor 100% Remote - Equipment Provided Pay Rate: $21/hr + commission (paid out ... This is a captive license position** Description The Licensed Virtual Benefit Advisor ...

General Manager, Benefits & Insurance

Miami, FL · Remote

$120K - $250K/yr

  • Medical

  • Dental

  • Vision

  • Life

Remote ???? Reports to CEO ???? Full-Time ???? Equity Available $120-150K Base Salary $200-250K OTE ... or captive experience Why This Role You're not walking into a cold start. Our payroll platform ...

215 240 Licensed Health Insurance Agent

Tampa, FL · Remote

$43K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

This is a captive license position** Description The Licensed Virtual Benefit Advisor ... remote position. Application Deadline This position is anticipated to close on Aug 20, 2026. About ...

Remote Licensed Benefit Advisor

Tampa, FL · Remote

$43K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Licensed Benefit Advisor 100% Remote - Equipment Provided Pay Rate: $21/hr + commission (paid out ... active Health Insurance license in resident state **This is a captive license position*

New

Remote Licensed Benefit Advisor

Tampa, FL · Remote

$43K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

... active Health Insurance license in resident state **This is a captive license position ... remote position. Application Deadline This position is anticipated to close on Aug 19, 2026. About ...

New

Licensed Benefit Advisor-FULLY REMOTE

Orlando, FL · Remote

$43K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

... insurance products including but not limited to health, prescription drug, vision, dental plans ... captive agent - Not being okay with the position starting out as "seasonal/temp" Job Type ...

Licensed Benefit Advisor

Orlando, FL · Remote

$43K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

... active Health Insurance license in resident state **This is a captive license position ... remote position. Application Deadline This position is anticipated to close on Aug 19, 2026. About ...

Licensed Benefit Advisor

Orlando, FL · Remote

$43K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Licensed Benefit Advisor 100% Remote - Equipment Provided Pay Rate: $21/hr + commission (paid out ... active Health Insurance license in resident state **This is a captive license position*

Showing results 41-48

Remote Captive Insurance information

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

To thrive as a Remote Captive Insurance Professional, you need a deep understanding of insurance principles, risk management, and compliance, often supported by a degree in finance, business, or insurance and relevant industry certifications. Familiarity with captive insurance management software, regulatory compliance systems, and data analysis tools is typically required. Strong analytical thinking, attention to detail, and effective communication are essential soft skills for building client relationships and managing complex insurance structures remotely. These skills ensure regulatory adherence, optimal risk solutions, and successful client outcomes in a specialized and evolving insurance sector.

What is the difference between Remote Captive Insurance vs Remote Insurance Underwriter?

AspectRemote Captive InsuranceRemote Insurance Underwriter
CredentialsInsurance licenses, actuarial or risk management certificationsInsurance licenses, underwriting certifications
Work EnvironmentCorporate or consulting firms, remote options commonInsurance companies, remote or office-based roles
Industry UsageSpecializes in creating and managing captive insurance companiesEvaluates and prices insurance risks for clients

Remote Captive Insurance professionals focus on establishing and managing captive insurance entities, often requiring risk management expertise and industry-specific licenses. Remote Insurance Underwriters assess risks and determine policy terms, also needing insurance credentials. While both roles operate remotely and within the insurance industry, their core functions differ: one manages captive entities, the other underwrites policies.

What are some common challenges faced by professionals working in remote captive insurance roles?

Professionals in remote captive insurance positions often encounter challenges related to communication and collaboration, as much of the work involves coordinating with underwriters, actuaries, and clients across different locations and time zones. Staying updated on regulatory changes and maintaining compliance can also be demanding, given the highly specialized and evolving nature of captive insurance. Additionally, remote roles require strong self-discipline and proactive time management to meet deadlines and ensure high-quality service without in-person supervision.

What is a remote captive insurance professional?

A Remote Captive Insurance professional is someone who manages or administers captive insurance companies while working remotely, typically from home or any location outside a traditional office. Captive insurance refers to an insurance company created by a parent company to insure its own risks. These professionals handle tasks such as compliance, underwriting, claims processing, and reporting via digital communication tools. The remote aspect allows for flexibility and often requires strong self-management and technological skills. Remote captive insurance roles are increasingly common as the insurance industry adapts to more flexible work arrangements.

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 cities in Florida are hiring for Remote Captive Insurance jobs?

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

Infographic showing various Remote Captive Insurance job openings in Florida as of August 2026, with employment types broken down into 71% Full Time, and 29% Contract. Highlights an 100% Remote job distribution.

215 240 Licensed Health Insurance Agent

TEKsystems

Tampa, FL • Remote

$43K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Posted 8 days ago


Job description

Licensed Benefit Advisor

100% Remote - Equipment Provided

Pay Rate: $21/hr + commission (paid out at end of season) Average agent commission payout ranges $3K-$8k

Core Hours: Monday - Friday 8am-11pm EST

Anticipated Start Date: September 7th - 14th

Direct-Placement, Seasonal

Must have active Health Insurance license in resident state

**This is a captive license position**

Description

The Licensed Virtual Benefit Advisor’s responsibilities include selling and enrolling retirees into appropriate insurance products including but not limited to health, prescription drug, vision, dental plans, and advising Pre-Medicare eligible recipients of their options. This is done primarily through providing Medicare education, conducting needs analysis, and assisting the retirees in selecting an appropriate plan for their needs. Customer service assistance is also offered within or outside of the sales process. BAs maintain the highest levels of integrity, are responsible, disciplined, team players, and produce quality work.

Qualifications

- Has an active Health License

- Has at least one year sales experience

- Has at least one season of Health sales experience

- Has at least one season of Medicare Sales Experience

#eastpriority26

Job Type & Location

This is a Permanent position based out of Tampa, FL.

Pay and Benefits

The pay range for this position is $43680.00 - $43680.00/yr.

Eligibility requirements apply to some benefits and may depend on your job classification and length of employment. Benefits are subject to change and may be subject to specific elections, plan, or program terms. If eligible, the benefits available for this temporary role may include the following: • Medical, dental & vision • Critical Illness, Accident, and Hospital • 401(k) Retirement Plan – Pre-tax and Roth post-tax contributions available • Life Insurance (Voluntary Life & AD&D for the employee and dependents) • Short and long-term disability • Health Spending Account (HSA) • Transportation benefits • Employee Assistance Program • Time Off/Leave (PTO, Vacation or Sick Leave)

Workplace Type

This is a fully remote position.

Application Deadline

This position is anticipated to close on Aug 20, 2026.

About TEKsystems

We're partners in transformation. We help clients activate ideas and solutions to take advantage of a new world of opportunity. We are a team of 80,000 strong, working with over 6,000 clients, including 80% of the Fortune 500, across North America, Europe and Asia. As an industry leader in Full-Stack Technology Services, Talent Services, and real-world application, we work with progressive leaders to drive change. That's the power of true partnership. TEKsystems is an Allegis Group company.

The company is an equal opportunity employer and will consider all applications without regards to race, sex, age, color, religion, national origin, veteran status, disability, sexual orientation, gender identity, genetic information or any characteristic protected by law.

About TEKsystems and TEKsystems Global Services

We’re a leading provider of business and technology services. We accelerate business transformation for our customers. Our expertise in strategy, design, execution and operations unlocks business value through a range of solutions. We’re a team of 80,000 strong, working with over 6,000 customers, including 80% of the Fortune 500 across North America, Europe and Asia, who partner with us for our scale, full-stack capabilities and speed. We’re strategic thinkers, hands-on collaborators, helping customers capitalize on change and master the momentum of technology. We’re building tomorrow by delivering business outcomes and making positive impacts in our global communities. TEKsystems and TEKsystems Global Services are Allegis Group companies. Learn more at TEKsystems.com.

The company is an equal opportunity employer and will consider all applications without regard to race, sex, age, color, religion, national origin, veteran status, disability, sexual orientation, gender identity, genetic information or any characteristic protected by law.

San Francisco Fair Chance Ordinance: Pursuant to the San Francisco Fair Chance Ordinance, for all positions located in the city and county of San Francisco, we will consider for employment qualified applicants with arrest and conviction records.

Massachusetts Lie Detector: It is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability.

Use of Artificial Intelligence (AI): We may use Artificial Intelligence (AI) to support parts of our hiring process, including sourcing, screening, and evaluating candidates. AI helps assess applications and qualifications, but final decisions are made by our hiring team. By applying, you acknowledge and agree that your application may be reviewed using AI tools.