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Insurance Agent Jobs in Florida with Living Tree Financial Group

If you’re looking for meaningful work and a place to grow, Living Tree Financial Group is hiring. We offer insurance agent jobs in Florida and across the Southeast for professionals ready to make a difference. Whether you’re experienced in Medicare sales or just getting started, we welcome agents who care deeply about helping others.


We’re based in Winter Park and growing fast—our team is expanding from 25 agents to 75 by next year. Join us as we bring trusted, hands-on support to clients across Central Florida and beyond.

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Meaningful Career

A Career Where You Can
Make an Impact

We’re more than an insurance agency—we’re a community. Our agents help neighbors navigate important decisions around Medicare, ACA health plans, life insurance, and more. With every policy, we aim to give clients confidence and clarity. That mission starts with agents who listen, guide, and stick around after enrollment.



When you join Living Tree, you’re not just selling insurance—you’re building relationships, earning renewal income, and contributing to a bigger purpose.

The Right Fit for Our Team

We’re actively recruiting:

01

Licensed Life & Health Insurance Agents

(Florida 2-15 license or out-of-state equivalent)

02

Bilingual agents

 (Spanish-English preferred in some markets)

03

Go-getters new to insurance

who are ready to get licensed and make an impact

04

Experienced Medicare or ACA advisors

looking for better support and flexibility

If you’re compassionate, coachable, and want to build a lasting career helping others—you might be the perfect fit.

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Client Solutions

What You’ll Work On

Our agents help clients with:


  • Medicare plans (Advantage, Supplements, Part D)

  • ACA Marketplace health insurance

  • Life insurance & annuities for income protection and retirement

  • Group benefits for small businesses in Florida

  • Supplemental health plans like dental, vision & short-term insurance



We operate in Florida, North Carolina, Georgia, and Tennessee. Agents can be based anywhere we’re licensed—and we support in-home, in-office, and virtual client appointments.

Frequently asked questions

Why Agents Choose Living Tree

  • Training & Certification Support

    We help agents stay certified and sharp—including annual Medicare training (like AHIP) and ongoing development. You’ll never be left wondering how to grow or what comes next.

  • Leads That Convert

    We invest in live seminars, digital campaigns, and community outreach that drive real inquiries—especially during key seasons like Medicare AEP and Marketplace Open Enrollment. You’ll have high-intent leads ready to go.

  • Back-Office Team That Has Your Back

    Our team handles your paperwork, application follow-ups, and carrier communications—so you can focus on selling and serving.

  • Top-Tier Carriers, Full Independence

    We’re a truly independent agency, representing multiple national carriers. That means you can offer your clients the best fit—not a one-size-fits-all plan.

  • Smart Tools & Systems

    You’ll have access to digital tools and CRM platforms that streamline quotes, appointments, and enrollments.

  • A Supportive, Family-Like Culture

    Our agents collaborate, celebrate, and stay connected. You’re never flying solo. Plus, we give back through a sponsored nonprofit—offering opportunities to make a difference both professionally and personally.

More Than Commission

A Real Career Path—Not Just a Commission Check

Whether you're looking to:


  • Build a full-time book of business


  • Work part-time as a referral partner


  • Lead your own regional team under our brand



…we’ll help you get there. Living Tree agents build stable, long-term income streams and often become trusted local experts in their communities.

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Let’s Talk About Your Future

Your Next Step

Call us at   (321) 214-4594(321) 214-4594 or   email   mturk@livingtreefinancialgroup.commturk@livingtreefinancialgroup.com to introduce yourself and request an interview. You can also use our Contact Form and select “Join the Team” in the subject line.


Already licensed? Great. Just getting started? We’ll walk you through the steps to become an insurance agent in Winter Park  or any other Florida market.


All inquiries are kept confidential—especially if you’re currently working elsewhere

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