Your Independent Medicare Caddie

Navigate Medicarelike a pro.

Learn Medicare, compare plans, and connect with a Licensed Caddie whenever you're ready.

Independent insurance agency
Licensed insurance agents
No-cost plan comparisons
No obligation

Why Medicare Caddies

Three ways to walk the course.

Learn First

Understand Medicare before making decisions.

Resident Pro

Your AI Medicare educator, available anytime.

Licensed Caddies

Real licensed Medicare professionals when you want personal guidance.

Flagship experience · 18 Holes of Medicare

Walk the Coursefrom tee to green.

Learn Medicare one hole at a time before choosing your plan.

Ready when you are0/9 · 0%
Premium golf-hole illustration — the Medicare Caddies course.

Club selection

Find the Medicare plan that fits your game.

Compare Medicare Advantage plans from the insurance companies we represent — side by side, with trade-offs spelled out.

Planning Center

Everything you need to plan your Medicare journey.

Learn Medicare, estimate your costs, compare your options, and access trusted government resources—all in one place.

Medicare Caddies Original

Medicare & Me

Our plain-English companion guide that walks you through Medicare step by step from a licensed Medicare Caddie's perspective.

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Planning Tools

Medicare Calculators

Estimate IRMAA, enrollment timelines, late enrollment penalties, annual Medicare costs, and prescription expenses.

Open Calculators →
Compare Plans

Compare Medicare Plans

Compare Medicare Advantage plans available in your area and learn the differences between Medicare Advantage and Medigap.

Compare Plans →
Government Resources

Official Medicare Resources

Browse Medicare.gov publications, CMS handbooks, SSA forms, and other official Medicare resources curated in one place.

Browse Resources →