Don Lilly Agency provides expert solutions to life’s complex problems. Whether you are transitioning to Medicare, planning your retirement, or looking to secure your family’s financial future, we can help. We have agents and advisors in VA, WV, KY, OH, NC, SC, FL, DC, and MD.
5/5
“I have seen firsthand how much care and effort goes into running this insurance...”
— Katie L.
5/5
“My time at Futurity First: Don Lilly Agency has been exceptional. These guys...”
— David T.
5/5
“These are the best guys to partner up with! Donnie knows his stuff! Don Sr. ...”
— Benjamin C.
5/5
“Top insurance and financial professionals that are a joy to work with daily.”
— Jack H.
5/5
“This is a great company to do business with. They are very knowledgeable and...”
— Holly W.
Our Process
Our holistic process will help you clarify your goals, educate you on your options and implement a plan that will meet your needs now and in the future.
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Don Lilly Agency specializes in Medicare Advantage, Medicare Supplement insurance plans (Medigap), annuities, and life insurance.
Insuring all of Virginia, including Salem and the Roanoke Area.
Recent News & Updates

Special Enrollment Events: Understanding Qualifying Life Events
November 10, 2025
Major life changes can directly affect your health insurance coverage. Milestones such as marriage, the birth of a child, or a job change could make…

Adjusting Life Insurance Coverage After a Pay Raise
November 7, 2025
A salary increase can be a cause for celebration. It reflects your hard work and dedication and provides new financial opportunities. It also changes your…

Special Enrollment Periods: Taking Advantage of Flexible Medicare Options
November 6, 2025
Enrolling in Medicare can seem overwhelming, particularly when life changes occur outside the standard enrollment windows. Special Enrollment Periods (SEPs) offer flexibility for individuals who…

How We Can Help
We help American workers and retirees by taking complex decisions about their finances and their health care and simplifying them. We help you clarify your goals and understand your options, so you can move forward with confidence.



























































