10/16/2026
Your Medicare plan from last year may be the wrong plan this year.
Medicare Open Enrollment runs October 15 – December 7. It’s your yearly chance to change your Medicare Advantage or prescription drug plan.
Plans change every year: premiums, covered drugs, and which doctors and hospitals are in network. Many people only find out when a bill arrives.
Keith’s simple 20-minute review:
✅ List every medication you take
✅ List every doctor you want to keep
✅ Check that next year’s plan still covers both at a reasonable cost
One thing that surprises people: your Part B and drug premiums are based on your income from two years ago. A large Roth conversion, a big capital gain, or selling a business can raise your Medicare premiums two years later.
That’s why tax planning and healthcare planning belong in the same conversation.
🎥 Watch the full conversation on Prosper, full episode in the comments 👇