My approach
How I work with clients
I sit down with all three benefits — Medicare, TRICARE For Life, VA — and walk through how they stack. No script, no rush, and no pretending a plan is the right fit if it isn't.
Licensed Medicare Caddie
John Blackburn
Licensed Insurance Agent
Twenty-year military veteran who became an independent broker to help fellow vets coordinate Medicare with TRICARE For Life and VA benefits.
VeteransTRICARE For LifeVA BenefitsMedicare AdvantageTurning 65
- Experience
- 20+ years in uniform, now a licensed broker
- States licensed
- Multiple states — ask for current list
- Languages
- English
- Service
- U.S. Military Veteran — 20+ years of service
Biography
About John
John spent more than twenty years in uniform, so he already knew the healthcare system inside and out — mostly from being on the receiving end of it. When he retired, he watched fellow veterans get handed Medicare paperwork with almost no explanation of how it fit alongside TRICARE For Life and the VA.
That's why he became an independent broker. He specializes in the exact conversation he wished someone had walked his own buddies through: how Medicare, TRICARE For Life, and VA benefits actually stack — and where most veterans have been quietly leaving money on the table.
In their own words
Why I became a Medicare Caddie
"Too many veterans get handed Medicare paperwork without anyone explaining how it works with the benefits they already earned. I wanted to be the person who slows down and walks through it with them."
Who I love helping
The people I do my best work for
Retired service members and their spouses, especially anyone who's been told 'you don't need anything else' and left the room wondering if that was really the whole answer.
Favorite part of the job
What keeps me coming back
The moment a veteran realizes they've been leaving money and benefits on the table for years — and we fix it in one conversation.
Fun fact
A little about John off the clock
Twenty years in uniform means I've filled out more DD-214s and TRICARE forms than most people have signed birthday cards.
🏌️ John's Caddie's Tip
"If you have TRICARE For Life or VA benefits, don't compare Medicare Advantage plans in isolation. Look at how the plan coordinates with the coverage you already earned."
Ready to work with John?
No pressure, no scripts — just a plain-English walkthrough of what fits your situation.
Medicare Caddies is an independent insurance agency. We are not affiliated with, endorsed by, or connected to the U.S. government, the federal Medicare program, or the Centers for Medicare & Medicaid Services (CMS). We help compare Medicare Advantage plans from the insurance companies we represent, and we don't offer every plan available in your area.