Derek Rogers | Licensed Medicare Broker in Jacksonville, FL

Meet Derek Rogers, a licensed Medicare broker helping individuals and families in Jacksonville FL find personalized insurance solutions. Free consultations available.

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Just Announced: Derek Rogers named Best Insurance Agent in Florida of 2026 by Evergreen Awards!

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Your Local Advisor for Medicare & Health Insurance


As an authorized independent agent, Derek Rogers has built a reputation for excellence that has now been recognized statewide. Derek has been named the Best Insurance Agent in Florida of 2026 by Evergreen Awards. This prestigious recognition highlights his exceptional contributions to the insurance industry and his unwavering commitment to delivering top-tier services to individuals, families, and small businesses.


With nearly 30 years of experience, Derek stands out for his deep knowledge in health insurance and Medicare planning. His ability to demystify complex coverage options has earned him the trust of countless clients who rely on his tailored advice to make informed choices.


Whether helping you transition into Medicare or finding coverage for a growing family, Derek offers more than just policies—he offers peace of mind. As an independent agent, his advice is always impartial, ensuring you get the best coverage without pressure.

A Simple, Personalized Approach


Choosing the right insurance plan shouldn't feel overwhelming. That’s why my approach is simple:


I meet with each client personally, listen to your concerns, and help you compare your options side-by-side. My goal is to educate, not sell — and to ensure that you fully understand the coverage you're selecting before you enroll.



There’s never any pressure or obligation. Just honest answers and local, expert support — at no cost to you.

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How I Can Help You


I assist clients with a broad range of insurance options, including Medicare, health coverage, life insurance, and supplemental protection. If you’re looking for comprehensive guidance in any of the following areas, I’m here to help:

Medicare Coverage

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Medicare Advantage (Part C)

All-in-one plans that often include extra benefits like dental, vision, and prescriptions.

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Medicare Supplement (Medigap)

Plans that help cover deductibles, copayments, and other out-of-pocket costs.

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Medicare Enrollment Assistance

Help understanding when and how to enroll — and what plans work best for your doctors and prescriptions.

Life Insurance Plans

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Term Life

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Whole Life

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Universal Life

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Group Life Insurance for small businesses or associations

Health Insurance Solutions

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ACA Health Insurance (Marketplace/Obamacare)

Individual and family coverage options that meet federal requirements.

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Supplemental Plans

Additional protection including accident, hospital indemnity, or critical illness.

Specialty Insurance Options

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Dental, Vision & Hearing Plans

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Final Expense / Burial Insurance

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Pet Insurance

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Mortgage Protection Insurance

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Accidental Death & Dismemberment (AD&D)

Each client receives custom recommendations based on personal circumstances, coverage preferences, and budget.

Why Clients Choose to Work With Me


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Local Experience You Can Trust

I’ve lived in Jacksonville for over 30 years and understand the unique needs of our community — from providers and networks to Florida-based plan options.

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Independent & Unbiased Guidance

As an independent broker affiliated with HealthMarkets, I have access to plans from many leading insurance carriers — so I work for you, not the insurance companies.

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Simple, No-Cost Consultations

You’ll never pay to meet with me or get advice. I provide free consultations by phone, online, or in person.

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Education Comes First

I’ll take the time to explain your options, break down the details, and help you make a confident, well-informed decision.

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Ongoing Support

My service doesn’t stop after enrollment. I’m available throughout the year to answer questions, handle plan changes, and review your coverage annually.

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Client-First Philosophy


Above all else, our work is rooted in service. Health insurance isn’t just paperwork — it affects your care, your budget, and your peace of mind. That’s why Derek is committed to building lasting relationships, not just transactions.


You’ll never be treated like a number or pressured into a plan that doesn’t fit. Instead, we’re here to support you in making the decision that’s truly best for you.

Contact Me Today for a Free Consultation

Whether you’re new to Medicare, looking for affordable health insurance, or want to explore life or supplemental coverage, I’m here to help you navigate the process — clearly and confidently.


Let’s find the coverage that fits your life, together.

Call or email to schedule a no-cost, no-pressure consultation today:


Derek Rogers – Licensed Medicare Broker

10199 Southside Blvd #100 Jacksonville, FL 32256

Phone: (904) 580-7231

Email: derek.rogers@healthmarkets.com

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