Don Lilly III, Medicare Insurance Broker


About Me

I'm Don Lilly III, a third-generation licensed Insurance Agent and Financial Advisor with an MBA, LUTCF, and LACP. With over 20 years of experience, I’ve dedicated my career to helping individuals and families make confident, informed decisions about Medicare, retirement, and long-term financial planning.

As the Regional Leader for the Mid-Atlantic region with Futurity First Insurance Group, I serve clients nationwide from our home office in Salem/Roanoke, Virginia. Backed by a team licensed in all 50 states, we specialize in guiding those turning 65, retiring, or navigating Medicare due to disability or changing life circumstances.

I take pride in making Medicare simple. Whether you're considering Medicare Advantage, a Medigap (Supplement) plan, or a Part D prescription drug plan, I provide clear, unbiased comparisons across top carriers to help you find the best fit for your health and your finances.

As someone raised in this profession, I bring a legacy of service, integrity, and personalized attention to every client interaction. My mission is to empower you with the knowledge and support you need—whether you’re enrolling for the first time or reviewing your options during Annual Enrollment (AEP).

What You Can Expect

🎓 Expertise from a seasoned MBA, LUTCF, LACP, and financial professional

✅ Trusted guidance from a third-generation licensed insurance agent and advisor

🌐 Licensed in all 50 states, with deep roots in Virginia, West Virginia, North Carolina, Kentucky, and Ohio

📅 Free, no-pressure consultations—available by phone, Zoom, or in person

Specialized support for veterans, federal retirees, and dual-eligible clients

🔄 Year-round service, not just during open enrollment

📍 Based in Salem/Roanoke, VA | Serving Clients in All 50 States

🔍 Search Keywords: Medicare advisor Roanoke VA, Medicare agent Roanoke VA, Don Lilly Agency, Medicare agent Salem, Medicare agent Roanoke, best Medicare plans 2025, turning 65 help, Medigap specialist near me

Get in touch with Don using this form

Google Logo

My Google Reviews

10 Total Reviews   (5.0)

Profile Picture
Lauren Helton
July 11, 2025

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.

Profile Picture
Katie Lilly
May 7, 2025

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.

Profile Picture
David Turner
April 22, 2025

My time at Futurity First: Don Lilly Agency has been exceptional. These guys are smart, professional, and fun to work for. They have strategies, incites, and processes that will jump start your insurance career. They know how to succeed and do it with class and a work environment filled with common sense. I feel very fortunate to be here early in my career. Shout out to DL3 - the Jig Master, and Jack Havice "The Great One".

Profile Picture
Benjamin Crawford
April 22, 2025

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!!!

Profile Picture
Jack Havice
April 22, 2025

Top insurance and financial professionals that are a joy to work with daily.