Enroll in Medicare after 65 without a late penalty

  1. Record Your Employment, Coverage and Drug Plan End Dates
    30 min
    Record Your Employment, Coverage and Drug Plan End Dates

    These four dates and the employer's size anchor every deadline calculated later in this guide — the 8‑month Part B window, the 63‑day Part D window, and the risk of a permanent penalty. Pull them from plan documents or HR, not from memory.

    To do

    To note down

    What was (or will be) your last day of active work for the employer that provided your group health coverage?

    What is the last calendar day your employer group health plan covers you (check your plan documents or HR, not your termination date)?

    How many employees does (did) the employer have, counting all locations? This decides whether Medicare or your plan pays primary.

    What is the last calendar day your employer plan's prescription drug coverage is in force?