Greensboro's Medicare Advisors
We Know Medicare So You Don't Have To
Over two decades of Medicare experience, zero pressure, and one very friendly dog who's glad you stopped by - we're your trusted companion on the path to health.
Formerly known as The Insurance Coach.
21+ Years of Medicare Experience
All Major
Carriers
Local Greensboro Office
Free
Consultations
Medicare Is Complicated. We Make It Simple.
Every year, Medicare-eligible adults in Greensboro and across the Piedmont Triad sit across from us — turning 65, switching plans, or just trying to make sense of what they already have. The options are real. So is the confusion. Our job is to cut through it.
We're an independent Medicare broker, which means we represent all the major carriers — Humana, Aetna, UnitedHealthcare, BCBS, Cigna, Devoted, and more. We don't work for any of them. We work for you.





We Understand Medicare So You Don't Have To
Most advisors help you pick a plan and move on. We stay. When you have a billing question, a claim issue, or you've been on hold for 45 minutes, you call us — and we take it from there. That's why 90 to 96 percent of our clients come back to us every single year.
Our office is on Pembroke Road in Greensboro, where clients sit side by side with us and see your options laid out clearly. No pressure. No jargon. Just a real conversation.
What We Can Help You With
Whether you're approaching Medicare for the first time or wondering if your current plan is still the right fit, we've got you covered. Here's where most clients start:
A Local Office. A Familiar Face.
Rob Leonard has been helping people navigate Medicare since 2003. With the help of Marian - and Haley, our office dog and unofficial mascot — they hope to make the process less confusing.
We serve clients in Greensboro, Winston-Salem, High Point, Burlington, and across Guilford County. We also work with clients throughout North Carolina, South Carolina, Virginia, and several other states virtually if need be.
Ready to Talk?
Here's How to Reach Us.
Stop by and meet the team, or fill out the form below and we'll be in touch.
Common Questions About Working With a Medicare Advisor

What does it cost to work with a Medicare advisor in Greensboro?
Nothing. As an independent broker, we're compensated by the insurance carriers — not by you. There's no fee to compare plans, ask questions, or enroll through us. Our advice is free. Your time is valuable. Let's not waste either.
What's the difference between an independent broker and a captive agent?
A captive agent represents one company and can only show you that company's plans. As an independent Medicare broker, we represent almost every major carrier in the Piedmont Triad — Humana, Aetna, UnitedHealthcare, BCBS, Cigna, Devoted, and others. That means we find the best fit for you, not for a quota.
Who can help me choose a Medicare plan in Greensboro, NC?
We can. Rob Leonard has spent 21 years helping Medicare-eligible adults in Greensboro and across Guilford County compare plans, understand their options, and enroll with confidence. One conversation is usually all it takes to get clarity.
Do you help people who are turning 65 and new to Medicare?
Absolutely — that's one of our most common conversations. If you're approaching Medicare for the first time, we walk you through every option from scratch, answer every question, and make sure you're enrolled in the right plan before your birthday month arrives. Visit our Turning 65 page to learn more.
Can I work with you if I don't live in Greensboro?
Yes. We serve clients across the Piedmont Triad — including Winston-Salem, High Point, Burlington, and Kernersville — as well as clients in South Carolina, Virginia, Florida, and several other states. Remote consultations are available by phone or Zoom.


