About Gil Sullivan LLC

Choosing health insurance is rarely simple. Between changing regulations, enrollment deadlines, and plan comparisons, it is easy to feel overwhelmed. Here in Port Charlotte, where many residents are enjoying retirement along Charlotte Harbor or raising families in neighborhoods near Deep Creek and North Port, having the right coverage matters. Medical care, prescriptions, and unexpected health events can impact your finances quickly. That is why we built Gil Sullivan LLC around one simple promise: to provide clear, personalized health insurance guidance so you can move forward with confidence and peace of mind.

We are proud to be a locally owned and operated health insurance services provider serving Port Charlotte and the surrounding Southwest Florida communities. Since 2010, our focus has remained the same. We help individuals, families, and seniors understand their options and choose coverage that truly fits their needs.

Rooted in Port Charlotte & Southwest Florida

Living in Southwest Florida comes with its own rhythm. The warm climate, hurricane seasons, seasonal residents, and growing retiree population all shape the insurance landscape here. Access to local hospitals, specialists, and provider networks across Charlotte County plays an important role in selecting the right plan.

Because we work directly within this community, we understand how local healthcare systems operate and how different insurance carriers structure their networks. Whether you are spending your mornings fishing along the Peace River, enjoying an afternoon at Port Charlotte Beach Park, or running a small business along Tamiami Trail, your coverage should align with your lifestyle.

As a licensed health insurance professional serving Southwest Florida, we provide guidance that reflects local realities, not generic national advice.

Gil Sullivan

Our Founder
Gil Sullivan, Founder and Health Insurance Advisor, has been assisting clients since 2010. Over the years, he has become known for breaking down complex insurance details into clear, easy-to-understand explanations. Health insurance can feel intimidating, especially when it comes to Medicare enrollment timelines or ACA plan changes. Our goal is always to remove confusion and replace it with clarity.

Gil specializes in helping individuals, families, and seniors navigate their options without pressure. We believe informed clients make confident decisions. That means we take the time to listen, answer questions thoroughly, and explain how each plan works before any enrollment takes place.

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What We Specialize In

At Gil Sullivan LLC, we focus on providing well-rounded health insurance solutions. Our services include:

  • Medicare plans, including Medicare Advantage, Supplement, and Part D options
  • Individual health insurance and ACA marketplace plans
  • Family health insurance coverage
  • Short-term health insurance plans
  • Critical illness coverage
  • Guidance for life-change enrollments and special enrollment periods

Medicare is one of our core areas of expertise. We guide seniors step-by-step through enrollment, helping them compare top carriers and evaluate benefits, provider networks, and prescription coverage. At the same time, we assist younger individuals and families who need reliable coverage outside of employer-sponsored plans. We compare multiple carriers to help identify solutions that fit both healthcare needs and budget considerations.

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Personalized, One-on-One Guidance

We are not a call center. We are not a high-pressure sales organization. Instead, we focus on building relationships. When you meet with us, we start by understanding your situation. We discuss your doctors, medications, health concerns, and financial goals. From there, we review plan options side by side and explain the differences clearly.

Health insurance is not something you should select based solely on a monthly premium. Deductibles, copays, provider networks, and prescription formularies all matter. We make sure you understand each piece so there are no surprises later.

Our role does not end once enrollment is complete. We remain available for ongoing support, annual reviews, and assistance during open enrollment periods. As plans change each year, we help you evaluate whether your current coverage still fits your needs.

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A Client-Focused Approach You Can Rely On

We believe trust is earned through consistency and transparency. Since 2010, we have worked with individuals, families, and seniors across Port Charlotte and neighboring communities, providing guidance that prioritizes the client’s best interest.

Because we compare multiple carriers, we are able to present options objectively. Our recommendations are based on your needs, not a single company’s offerings. That independence allows us to focus fully on helping you protect your health and financial future.

In a region where many residents are navigating retirement, relocating from out of state, or adjusting to seasonal living, having a knowledgeable local advisor can make a meaningful difference.

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Frequently Asked Questions



We have been assisting clients since 2010, providing health insurance guidance throughout Port Charlotte and Southwest Florida.


While Medicare is a major focus, we also help individuals, families, and small businesses with individual, ACA, short-term, and critical illness coverage.


Yes. We provide guidance during open enrollment as well as qualifying life events such as retirement, relocation, or loss of employer coverage.


No. We compare multiple carriers and plans so we can present options that best fit your needs.


Absolutely. We remain available for annual reviews, plan adjustments, and any questions that arise throughout the year.

Insurance Guidance that Feels Personal

At Gil Sullivan LLC, our mission is simple. We help you understand your options, avoid costly mistakes, and choose coverage that supports your life here in Port Charlotte. Whether you are preparing for Medicare, selecting family coverage, or navigating a life change, we are here to provide steady, knowledgeable guidance every step of the way. Living in Southwest Florida should feel secure and enjoyable, not stressful because of insurance confusion. With personalized support and a commitment to clarity, our insurance company works to ensure you feel confident in your coverage today and prepared for whatever tomorrow may bring.

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