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.

Please mention you found me on Medicare Agents Helpline to help support more kids with cancer ❤️

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

Google Reviews

5.0 (16 total Google reviews)
Jose Espin
a month ago

A profesional group of people I love to work with , efficient, dedicated to do what is correct for the client, a company I trust .

Lauren Havice
a year ago

Great team of people working here. They are super friendly and knowledgeable about the industries they serve. Highly recommend them for insurance and financial services.

Katie Lilly
a year ago

I have seen firsthand how much care and effort goes into running this insurance agency. The team treats every client like family—honest advice, quick responses, and a genuine commitment to helping people find the right coverage or plan. If you're looking for an agency that puts integrity and service first, I highly recommend giving them a call.

Benjamin Crawford
a year ago

These are the best guys to partner up with! Donnie knows his stuff! Don Sr. does too! Tonya and Jack are also wonderful at helping get my cases issued! A great group to work with! TEN STARS!!!

Deborah Saneda
5 years ago

I looked around for the best health insurance broker I could find, and Don Lilly's agency was it. He was friendly and easy to work with, and I was able to book an appointment quickly to set up all of my Medicare Supplemental coverage plans suited specifically to my individual health needs and what I could afford. He had computer access to all of the best insurers, so that choosing the appropriate plans was easy. Getting this type of service, which will save me weeks of research, and the best prices is invaluable, but at the same time free. Mr. Lilly's education and experience shows in his work, and I never would have found all of the ins and outs on my own.

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Articles & Insights from Don Lilly III

AI-generated image for: Does Medicare cover immunizations?
Jul 27, 2026
Does Medicare cover immunizations?
Medicare, an integral aspect of senior healthcare, covers a range of immunizations to protect older adults from diseases like flu, pneumonia, and shingles. These vaccinations are essential for maintaining health and reducing complications. Medicare Part B typically covers vaccines recommended by the CDC, ensuring seniors have access to preventive care that helps them stay healthy and active.
AI-generated image for: Your Guide to Enjoying the Medicare Advantage Travel Benefit
Medicare Advantage Jul 27, 2026
Your Guide to Enjoying the Medicare Advantage Travel Benefit
Let’s explore Medicare Advantage plans, which are increasingly popular for additional benefits like travel coverage. Some plans offer travel benefits, covering emergency care and medical services when away from home. Review plan details on coverage limits, out-of-pocket costs, and network providers to maximize this perk. Planning and understanding coverage can help seniors enjoy worry-free travel and fully take advantage of their Medicare Advantage benefits on the road.
AI-generated image for: Silver Sneakers & Medicare: How to Stay Fit in Your Golden Years
Jul 27, 2026
Silver Sneakers & Medicare: How to Stay Fit in Your Golden Years
Staying active is vital to maintaining good health, especially as we age. Regular physical activity can help prevent various health issues, improve mood, boost energy levels, and enhance overall quality of life. For older adults, finding a fitness routine that is both safe and effective is essential. This is when SilverSneakers comes into the picture.
AI-generated image for: What's Medicare Supplement Insurance, and do I need it?
Medicare Supplement Jul 27, 2026
What's Medicare Supplement Insurance, and do I need it?
Medicare doesn’t cover all medical expenses, and beneficiaries often face out-of-pocket costs such as deductibles, copayments, and coinsurance. This is where Medicare Supplement Insurance, or Medigap, comes into play. Medigap is a policy designed to fill the gaps in Original Medicare coverage, offering additional financial protection for those who want to manage their healthcare costs more effectively.
AI-generated image for: Everything You Need to Know About Medicare Special Enrollment
Jul 27, 2026
Everything You Need to Know About Medicare Special Enrollment
Medicare is a federal health insurance program primarily for people aged 65 and older, though it also covers some younger individuals with disabilities. Most people know the initial enrollment period (IEP) when you first become eligible for Medicare. However, specific changes may require you to enroll outside the standard enrollment periods. That’s where the Medicare Special Enrollment Period (SEP) comes into play. The SEP provides flexibility, ensuring people can enroll or change coverage.
AI-generated image for: A Buyer's Guide to Over-the-Counter Hearing Aids
Jul 27, 2026
A Buyer's Guide to Over-the-Counter Hearing Aids
The market for over-the-counter (OTC) hearing aids has grown significantly in recent years, providing more affordable and accessible options for people with hearing loss. With new regulations, individuals can now purchase hearing aids without a prescription, making it easier than ever to address hearing difficulties. However, choosing the right hearing aid is critical, as individual needs vary. This guide will help you with the key factors to consider when purchasing an OTC hearing aid.
AI-generated image for: A Guide to Paying Medicare Premiums Online
Jul 27, 2026
A Guide to Paying Medicare Premiums Online
As you get closer to retirement age and you have met all eligibility requirements, you gain the opportunity to enroll in Medicare. Your premiums will be lower but must be kept current, just like any other insurance policy. Thankfully, Medicare has several options for paying your premiums online.
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.

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