Don Lilly III

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Don Lilly III

Futurity First: Don Lilly Agency

(540) 380-8340

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Don Lilly III, MBA, LUTCF, LACP is the General Manager of the Don Lilly Agency of Futurity First Insurance Group, a retirement-focused insurance and financial services firm based in the Roanoke Valley of Virginia serving clients nationwide.

For more than 20 years, Don and his team have helped individuals and families navigate Medicare decisions, retirement income planning, life insurance, annuities, Social Security strategies, and long-term financial planning. His agency specializes in helping clients turning 65 understand their Medicare options while building retirement strategies designed to help protect income, reduce financial risk, and create long-term confidence in retirement.

Unlike captive insurance agencies that represent only one company, the Don Lilly Agency works with multiple nationally recognized insurance carriers and financial providers. This allows clients to compare Medicare Advantage plans, Medicare Supplement plans, Medicare Part D prescription drug coverage, life insurance options, annuities, and retirement solutions based on their individual healthcare needs and financial goals.

The agency is known for taking an educational approach to Medicare and retirement planning through one-on-one consultations, retirement reviews, educational workshops, and ongoing client support throughout the year — not just during Annual Enrollment Period.

In addition to Medicare planning, Don and his team assist clients with:

Medicare Advantage Plans
Medicare Supplement Insurance
Medicare Part D Prescription Drug Plans
Turning 65 Planning
Retirement Income Strategies
Social Security Coordination
Fixed Indexed Annuities
Wealth Management
ACA Health Insurance
Long-Term Care Planning
Life Insurance
Final Expense Insurance

Based in Roanoke, Don Lilly Agency serves clients locally and nationwide with licensed agents in all 50 states through in-person, phone, and virtual appointments.

Whether someone is preparing to retire, already enrolled in Medicare, or simply looking for a second opinion on their current coverage, Don and his team focus on helping clients make informed decisions with clarity, education, and personalized support.

Investment advisory services offered through Futurity First Wealth Management. Securities offered through registered representatives of a broker-dealer, member FINRA/SIPC.

Products Offered:
Medicare Supplement, Medicare Advantage, Life Insurance, Health Insurance, Final Expense, Dental Plans, Annuities, Long Term Care, Disability Insurance, Retirement Planning, Mortgage Protection, Prescription Drug Plans, Short Term Medical, Home Health Care, Cancer/Heart/Stroke, Accident Insurance, Financial Advisors, Investment Services

States Serviced
VA, WV, NC, SC, KY, MD, DC, OH, NY, FL, TX, NJ, CT, IL, IN

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Articles & Insights from Don Lilly III

AI-generated image for: Who Is Eligible for Medicare and Medicaid?
Jul 27, 2026
Who Is Eligible for Medicare and Medicaid?
Understanding how to qualify for Medicare and Medicaid is vital, especially as you approach retirement age. These two programs provide essential healthcare coverage but differ in their eligibility requirements and benefits. Here’s a comprehensive look at who qualifies for Medicare and Medicaid and how the two programs can work together.
AI-generated image for: What You Should Know About Medicare Annual Wellness Visits
Jul 27, 2026
What You Should Know About Medicare Annual Wellness Visits
The Annual Wellness Visit (AWV) is one of Medicare recipients’ most important, often overlooked benefits. It is a yearly opportunity that can make a difference in long-term health, of which, surprisingly, many people do not take full advantage. These visits matter more than you might think.
AI-generated image for: Tips for Moving to Another State with Medicare
Jul 27, 2026
Tips for Moving to Another State with Medicare
If you are enrolled in Medicare, moving to another state means navigating the healthcare system across state lines. It does not have to be stressful, but it may require some planning to keep your Medicare coverage intact while enjoying your new home. Here are some practical tips to help you make the transition as smooth as possible.
AI-generated image for: Health Benefits of the Great Outdoors for Seniors
Jul 27, 2026
Health Benefits of the Great Outdoors for Seniors
June is National Great Outdoors Month, the perfect time to celebrate the benefits of nature and its positive impact on senior health. Spending time outdoors isn’t just enjoyable; it offers many physical, mental, and social benefits that can improve the quality of life as we age.
AI-generated image for: Understanding Medicare Coverage for Diabetes
Jul 27, 2026
Understanding Medicare Coverage for Diabetes
Managing diabetes requires the right tools, resources, and ongoing care. For seniors living with diabetes, Medicare plays a crucial role in ensuring access to needed supplies and services. This guide provides an overview of Medicare’s coverage for diabetes, helping you understand how the program can support your health and wellness.
Jul 27, 2026
Medicare Parts A, B, C, and D: Decoding Your Coverage Options
Navigating Medicare can be overwhelming, with all its parts and coverage options. To select the right plan that fits your healthcare needs and budget, it is crucial to understand the differences between Medicare Parts A, B, C, and D. We have broken down each part to make it easier to understand how the program works and how it could work for you.
AI-generated image for: Staying Healthy with Medicare: Emphasizing Preventive Services
Jul 27, 2026
Staying Healthy with Medicare: Emphasizing Preventive Services
Prevention is a key to maintaining good health. Medicare plans are built on this principle, offering a wide range of preventive services to help its beneficiaries identify health issues early to avoid problems from advancing to more serious conditions later. Understanding these services can help you make the most of your Medicare coverage.
AI-generated image for: Medigap Insurance: Bridging the Gaps in Original Medicare
Jul 27, 2026
Medigap Insurance: Bridging the Gaps in Original Medicare
Original Medicare, comprising Part A (hospital insurance) and Part B (medical insurance), offers essential health coverage to millions of seniors. However, it doesn’t cover everything. Beneficiaries are often surprised to discover they are still responsible for significant out-of-pocket expenses.
AI-generated image for: moving
Jul 27, 2026
Navigating Medicare: What Happens to Your Coverage When You Move?
Whether you are retiring to a sunnier state, downsizing to be closer to family, or simply changing ZIP codes, moving to a new home can bring unexpected challenges, especially when it comes to your Medicare coverage. Different states and even different counties may have variations in plan availability, costs, and networks. Understanding how a move affects your Medicare coverage is crucial to avoiding gaps and maintaining protection.
AI-generated image for: Navigating Medicare at 65+: The Role of Your Financial Advisor
Financial Advisors Jul 22, 2026
Navigating Medicare at 65+: The Role of Your Financial Advisor
Turning 65 soon? Discover how a financial advisor can help you seamlessly integrate Medicare into your broader retirement plan, ensuring comprehensive coverage and peace of mind.

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