Niklaus Chiagkouris — Licensed Insurance Agent at Medicare Caddies

Licensed Medicare Caddie

Niklaus Chiagkouris

Licensed Insurance Agent

Licensed pilot and former Senate staffer who runs annual Medicare reviews like a preflight check.

Turning 65Medicare AdvantagePrescription Drug Coverage
States licensed
Multiple states — ask for current list
Languages
English

Biography

About Niklaus

Niklaus started his career in public service — an early job with Senator Tim Scott planted the idea that helping people navigate systems can be its own form of work. Watching his grandfather battle blood cancer turned that idea into a career.

A licensed pilot with a policy background, he brings the same preflight-checklist mindset to Medicare: know the route, know the weather, and don't skip steps just because you're in a hurry.

In their own words

Why I became a Medicare Caddie

"Watching my grandfather navigate serious illness showed me how much a calm, prepared guide matters. That's the version of this job I try to show up as."

My approach

How I work with clients

Preflight-checklist mindset. Know the route, check every gauge, don't skip steps because they feel obvious.

Who I love helping

The people I do my best work for

People turning 65, families dealing with a serious diagnosis, and anyone facing a big Medicare decision under time pressure.

Favorite part of the job

What keeps me coming back

Being the calm voice on the call when someone's overwhelmed and doesn't know where to start.

Fun fact

A little about Niklaus off the clock

Licensed pilot. Started my career working for Senator Tim Scott — the policy background is what pointed me toward Medicare.

🏌️ Niklaus's Caddie's Tip

"Every year in October, treat your Medicare plan the way a pilot treats preflight. A short review beats an in-flight surprise."

Ready to work with Niklaus?

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.