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Free PDF · Ages 64–65

The 5-Step Turning 65 Checklist

What to do before your 65th birthday — without the call-center spam, the panic, or the late-enrollment penalties that cost you for life.

  • The 7-month sign-up window — and the penalties if you miss it
  • Original Medicare + Medigap vs. Medicare Advantage — how to choose
  • Picking a Part D drug plan that actually covers your meds
  • The math that matters — premium vs. real out-of-pocket
  • 2026-specific updates — the new $2,100 Part D cap and what it means
Built by a licensed broker (RN, 20+ yrs) 1 page · plain English $0 · no spam

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What's inside the PDF

Five clear steps. One page. Built so you can print it, hand it to a parent, or check things off as you go.

1

Sign up for Part A

Free for most. 3 months before 65.

2

Choose your path

Original + Medigap or Advantage?

3

Pick a drug plan

The right Part D for your meds.

4

Run the math

Premium vs. out-of-pocket reality.

5

Enroll on time

Use your 7-month window. Avoid penalties.

Megan Neri, licensed Medicare broker

Built by Megan Neri

Registered Nurse · Licensed Medicare Broker · Houston, TX

For 20+ years, Megan was a registered nurse — sitting bedside with people on the worst days of their lives. Three years ago she moved into Medicare, because she kept seeing folks turning 65 get pushed into the wrong plan by call centers that didn't know their meds, their doctors, or their story.

Today our family practice is licensed in 30+ states and has helped thousands of families pick the right Medicare plan. This checklist is the one-page version of what she walks through with every new client.

Read more about Megan →

Important Medicare disclosures (CMS Final Rule 2026 — required):

We do not offer every plan available in your area. Currently we represent multiple Medicare Advantage organizations and Medicare Supplement carriers. Please contact Medicare.gov, 1-800-MEDICARE (TTY 1-877-486-2048), or your local State Health Insurance Assistance Program (SHIP) to get information on all of your options.

Up Planning Edge LLC (DBA "Medicare with Megan") is an independent insurance brokerage and is not connected with or endorsed by the United States government, the federal Medicare program, the U.S. Centers for Medicare & Medicaid Services, or any federal agency. By engaging with this site, you may be contacted by a licensed insurance agent regarding Medicare plans.