< !DOCTYPE html>Medicare 101 Free Webinar – Expedition Insurance Services
Medicare 101 Awareness Session

Choosing the
Right Medicare Plan

Learn everything you need to know before you turn 65 — in one free, 45-minute session.

Upcoming Session  ·  Live Online Webinar

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Medicare, explained clearly
in just 45 minutes

Our comprehensive session cuts through the confusion so you can make confident, informed decisions about your healthcare coverage.

The Parts of Medicare and how they each work together

How and when to enroll to avoid costly penalties and late fees

The coverage gaps in Original Medicare you need to be aware of

Comparing plans and choosing the one that's right for your needs

You deserve to understand
how Medicare works

These are the questions we hear most — and we answer every single one.

  • What do I do when it's time to enroll?
  • What does Medicare actually cover?
  • How much will it cost me?
  • What are my plan options?
  • What is the difference between Medicare Advantage and Medigap?
  • What enrollment periods apply to my situation?
  • What are the most costly mistakes to avoid?
Join the Free Webinar

Meet Ryan McCready

Ryan McCready – Founding Partner at Expedition Insurance Services
Ryan McCready
Founding Partner — Expedition Insurance Services

Expedition Insurance Services was founded in May 2021 by Jeff Baker and Ryan McCready. With over 30 years of combined insurance and financial knowledge, they have built an agency unlike any other — committed to the highest level of expertise and integrity in a client-first model. Their goal is simple: educate the client so they can make the most informed decision for themselves and their family.

What our clients are saying

★ ★ ★ ★ ★

"Ryan did an excellent job figuring out how my Medicare Advantage plan and dental insurance could work together to minimize what I had to pay. With his help I was able to save a lot of money. I'm very glad he took the time to help me with this!"

— Deb Carlson
★ ★ ★ ★ ★

"Our personal dealings with Expedition Insurance Services has been nothing but the best. Ryan is very knowledgeable and concise when sharing information about Medicare Advantage programs. He is always timely with his responses."

— Paula Plum
★ ★ ★ ★ ★

"We have had the best experience with Expedition. It is comforting to know that we can trust any suggestion for our needs. Ryan is so knowledgeable, polite, and easy to work with. If we have questions, we always get a quick response."

— Robin Wagner

45 minutes. Everything
you need to know.

Parts of Medicare
Medicare Advantage
Medigap Plans
Enrollment Periods
Costly Mistakes to Avoid
Coverage Gaps
Plan Comparisons
Cost Breakdowns
Save My Seat →

Ready to feel confident
about Medicare?

Join hundreds of others who've taken control of their healthcare
decisions. It' s free, it's 45 minutes, and it could save you thousands.

Register Now — It's Free

Upcoming Session  •   Online Webinar   •   45 Minutes   •   No Cost

© 2026 Ryan McCready — Expedition Insurance Services   •   [email protected]  •   515-996-6030

By providing the information above, I grant permission for a licensed insurance agent to call or email me regarding my Medicare Insurance Plan options including Medicare Supplement, Medicare Advantage, and Prescription Drug Plans.