HealthMarkets Insurance – Derek Rogers: Expert Guidance for Medicare and Health Insurance in Florida

NATIONWIDE -FEBRUARY 2026 - (USAnews.com) When Derek Rogers first entered the world of health insurance nearly three decades ago, he knew the path ahead wouldn't be easy. But he was driven by a mission to help people in Jacksonville and across Florida navigate the often-overwhelming world of insurance, especially Medicare. Today, through his partnership with HealthMarkets Insurance, Derek provides invaluable, expert guidance to individuals, families, and small businesses who seek personalized, clear, and objective insurance advice.

His story is one of transformation, from entering a complex industry to becoming a trusted local insurance expert, backed by the resources of one of the largest health insurance agencies in the country. His journey showcases not only his dedication to understanding and simplifying the insurance process, but also the deeply personal impact he has made on his clients’ lives.

The Origins of HealthMarkets Insurance – Derek Rogers

Derek Rogers has been a proud Jacksonville resident since 1991, and his deep-rooted connection to the area has always influenced his work. His mission was simple from the beginning: help people make the right decisions when it comes to their health insurance. His approach centers on providing clear and customized advice based on each person’s unique needs. From the start, Derek focused on providing personalized service while leveraging the strengths of HealthMarkets’ nationwide reach.

As an independent, licensed insurance agent, Derek offers a unique blend of local knowledge and broad industry resources. His clients appreciate his transparency and dedication to ensuring they feel confident in their decisions. Whether it’s helping someone turning 65 navigate Medicare, advising families on the best coverage options, or working with small business owners to select affordable employee health insurance plans, Derek’s expertise shines through.

Award Recognition: Acknowledging Excellence in Insurance

Derek L. Rogers' dedication and expertise in the insurance industry have earned him prestigious recognition as the Best Insurance Agent in Florida of 2026 by the Evergreen Awards. This accolade highlights Derek's exceptional contributions to the field, particularly his outstanding work in guiding individuals, families, and small businesses through the complexities of health insurance and Medicare planning. With nearly three decades of experience, Derek has built a reputation for providing personalized, unbiased guidance that empowers clients to make informed decisions. His commitment to transparency, integrity, and customer satisfaction has cemented his status as a trusted expert in the Florida insurance market.

The Challenges and Breakthroughs Along the Way

Entering the health insurance industry wasn’t without its challenges. Health insurance, and Medicare in particular, can be a confusing and daunting subject for many. Derek recalls the countless hours spent staying updated on policy changes, government regulations, and the diverse range of plans and providers available. His goal was always to stay ahead of the curve so he could help his clients avoid confusion and make informed, stress-free choices.

One of the turning points for Derek came when he partnered with HealthMarkets, a collaboration that dramatically expanded the breadth of resources available to his clients. HealthMarkets is one of the nation's largest and most recognized health insurance agencies, providing Derek with access to a wide range of insurance carriers and plans. This partnership allowed Derek to combine his local expertise with HealthMarkets' nationwide resources, offering a wealth of options for his clients without being limited to one company or plan type.

For Derek, the ability to provide unbiased, objective guidance made a major difference. While many agents are tied to specific companies or products, Derek’s independent role allows him to shop the market for the best possible fit for his clients, whether that’s Medicare Advantage plans, supplemental coverage, or family health insurance.

What Makes HealthMarkets Insurance – Derek Rogers Stand Out

Derek’s personal commitment to his clients sets him apart from others in the industry. He emphasizes the importance of one-on-one service, where every client receives the attention they deserve. "I want to be more than just an agent to my clients," Derek explains. "I want to be their guide, their advocate in the sometimes intimidating world of health insurance."

This personal touch is what has earned him a reputation as a trusted expert in the Jacksonville area. HealthMarkets is a trusted name in the health insurance industry, but what Derek brings to the table is the human element, the personalized attention and understanding of local needs. His clients don't just appreciate his knowledge; they appreciate the care and attention he brings to every conversation, making sure they feel comfortable and confident in the decisions they make.

Moreover, Derek’s extensive experience means he is equipped to handle even the most complicated insurance inquiries. Whether it’s explaining the ins and outs of Medicare or helping a small business owner navigate group health insurance options, Derek has the knowledge and skill to offer smart solutions.

The Future of HealthMarkets Insurance – Derek Rogers

Looking ahead, Derek remains dedicated to his mission of providing accessible, expert insurance guidance. Whether you’re turning 65 and preparing for Medicare, searching for the best health insurance coverage for your family, or simply need some expert advice, Derek and his team at HealthMarkets are ready to help.

HealthMarkets Insurance – Derek Rogers continues to grow, serving the Jacksonville community and Northeast Florida with expert knowledge, unwavering integrity, and a personal commitment to ensuring that clients are always empowered to make the right decisions for their health and financial future.

If you're interested in learning more about your options for health insurance, Derek Rogers is available to provide guidance and answer your questions. Visit Derek’s website HealthMarketsJax.com to explore how he can assist you with your health insurance needs. You can also connect with him on social media platforms like Twitter, YouTube, and Instagram for additional insights and updates.