Medicare Enrollment Timeline
Every window. Every deadline. Every penalty. Miss one and you could pay for it the rest of your life.
24Help.org • Dr. Ed Weir, PhD
Free 2-Page PDF
10% per year. Permanent. No do-overs.
Miss your Medicare enrollment window and you'll pay a higher premium every month for the rest of your life.
What's Inside:
- Your 7-month Initial Enrollment Period — which month to sign up for earliest coverage
- General Enrollment Period — coverage now starts the month AFTER (this changed)
- Special Enrollment Period — the 8-month window when employer coverage ends
- Annual Enrollment Period (Oct 15 – Dec 7) — when and why to review your plan
- The 6-month Medigap window that doesn't come back
- Programs that save thousands: MSP, Extra Help, IRMAA appeals
- 2026 numbers: $202.90 Part B, $283 deductible, $2,100 Part D cap, IRMAA thresholds
Need Help Comparing Plans?
(352) 841-063224Help.org does not sell Medicare plans. Licensed advisors handle all plan comparisons.
From Dr. Ed Weir, PhD
Over 30 years of government service — including 20 years at Social Security
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