Trusted Health Insurance Agent in Jacksonville, FL


Need Medicare or health insurance help in Jacksonville FL? Contact Derek Rogers – a trusted, local HealthMarkets agent. Free consults. Unbiased advice.

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10+

Years of
experience

Your Medicare & Health Insurance Made Simple


Navigating Medicare and health insurance doesn’t have to be confusing. At HealthMarkets Insurance – Derek Rogers, we make the process easy, personal, and pressure-free. Based in Jacksonville, FL, we help individuals, families, and small businesses compare and enroll in plans that match their needs and budgets — with expert guidance every step of the way.


As an independent, licensed agent partnered with HealthMarkets, Derek Rogers offers unbiased support backed by years of experience helping clients across Northeast Florida. Whether you’re turning 65, exploring Medicare Advantage, or need supplemental health coverage, we’re here to ensure you make informed, confident choices.

Why Health Insurance Guidance Matters


Understanding your health insurance options is more important than ever — especially when facing life transitions like retirement, disability, or job changes. Too often, people settle for plans that don’t fully meet their needs, are too expensive, or leave coverage gaps.


With rising healthcare costs and strict enrollment deadlines, choosing the right plan can save you thousands of dollars and reduce long-term stress. That’s why working with a local, knowledgeable agent can make all the difference.


At HealthMarkets Insurance – Derek Rogers, our goal is to eliminate confusion and empower you with education and clarity.

Key Benefits of Working With Derek Rogers


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No-Cost Consultations

We never charge a fee for helping you find the right plan. Our services are free and focused entirely on your best interests.

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Independent & Unbiased

We’re not tied to any one insurance company. That means we can shop across multiple carriers to find the right fit — not just the most popular brand.

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Local Jacksonville Expertise

We understand the Florida insurance market, including local networks, providers, and regional Medicare options.

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Medicare Enrollment Help

From Part A & B to Medicare Advantage and supplement plans, we guide you through every phase of the process.

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Support Beyond Enrollment

From Part A & B to Medicare Advantage and supplement plans, we guide you through every phase of the process.

How We Help You Navigate Insurance Choices


Whether you’re enrolling for the first time or reassessing your options during the Annual Enrollment Period, we make the process stress-free and straightforward:

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Schedule a Free Consultation

By phone, online, or in-person at our Jacksonville office.

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Review Your Needs & Budget

We take the time to understand your current healthcare needs, prescriptions, doctors, and financial goals.

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Compare Customized Plan Options

We present options that fit — whether you're looking at Medicare Advantage, a supplemental policy, or coverage for your family or small business.

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Enroll with Confidence

We handle all the paperwork and ensure your application is submitted on time and correctly.

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Ongoing Support

Need to switch plans or update coverage? We’re just a call away — all year long.

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FAQs – Health & Medicare Insurance in Jacksonville


  • What’s the difference between Medicare Advantage and Medicare Supplement?

    Medicare Advantage (Part C) replaces Original Medicare with a bundled plan that may include extra benefits like vision or dental. A Medicare Supplement (Medigap) works with Original Medicare to cover gaps like copays and deductibles.

  • When can I enroll in Medicare?

    You’re eligible to enroll during your Initial Enrollment Period (3 months before, the month of, and 3 months after your 65th birthday). There are also Special Enrollment Periods and an Annual Enrollment Period each fall.

  • Can I change my Medicare plan after enrolling?

    Yes, during the Annual Enrollment Period (Oct 15–Dec 7) or if you qualify for a Special Enrollment Period.

  • Do you only help with Medicare?

    No — we also offer help with individual and family health insurance, life insurance, dental & vision, and small group coverage.

  • What insurance companies do you work with?

    We partner with a wide range of top-rated carriers to ensure you get the best options, including UnitedHealthcare, Aetna, Humana, Cigna, and more.

Ready to Get Started? Let’s Talk

Choosing the right health insurance doesn’t have to be overwhelming. Whether you're turning 65, managing care for a loved one, or just want a second opinion — we’re here to help.


Visit us at: 10199 Southside Blvd #100, Jacksonville, FL 32256

Call: (904) 580-7231

Email: derek.rogers@healthmarkets.com


You can also request your free consultation online — no pressure, no obligation.

Contact Us

Contact Us