What the insurance industry hopes you never read.

Three things Medicare doesn’t explain

The 7-Month Window

The Fine Print

The COBRA Trap

Medicare’s position is clear. You were responsible for knowing the enrollment rules — regardless of what your HR department told you. The fact that nobody explained this… is, apparently, beside the point.

What we found in the documents

Medicare Explained: What Nobody Tells You Before You Turn 65

Watch the investigation →

The Part B Penalty: The Mistake That Costs 10% Per Year — Permanently

Watch the investigation →

Medicare Advantage vs. Original Medicare: What the TV Ad Won’t Show

Watch the investigation →

The Medicare Enrollment Checklist

  1. Know your exact enrollment window dates. Your IEP opens 3 months before the month you turn 65. Verify at Medicare.gov.
  2. Confirm whether you’ll be auto-enrolled. Only if you’re already receiving Social Security benefits. Otherwise, apply yourself at SSA.gov.
  3. If still working: verify your employer plan qualifies. Must have 20+ employees. Must be confirmed in writing as “creditable coverage.”
  4. Get the creditable coverage letter from your employer. Required to avoid the Part D penalty. Request it now — not when you’re about to retire.
  5. If you’re on COBRA — enroll in Part B anyway. COBRA does not protect you from the late enrollment penalty. You can have both.
  6. Compare plans with YOUR doctors and drugs. Use medicare.gov/plan-compare with your specific zip code, medications, and physicians.
  7. Mark the Open Enrollment deadline. October 15 – December 7. Put it in your calendar now.

Medicare Enrollment Checklist

Mr. Fine Print exists because Medicare isn’t written to be understood.

All content sourced from: CMS.gov · Medicare.gov · KFF.org · HHS OIG · SSA.gov
Educational content only. Not financial, legal, or insurance advice.
Medicare rules change annually. Verify all information at Medicare.gov.

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