Free video series — watch anytime
The 11 Medicare Questions, answered straight
Every video answers one real question people ask when they sit down in our office — the deadlines, the fork in the road, your doctors, the real costs, and how to pay for it all. No registration. No plan pitch. Jump to the question keeping you up at night.
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Read the Question 1 transcript
Hi, and welcome. I'm Emma with Medicare on Main. And if you're watching this, you're probably somewhere near your sixty-fifth birthday — and your mailbox knows it. The postcards. The official-looking envelopes. The phone calls from people you've never met who suddenly care deeply about your health coverage. Here's the first thing we want you to know: that flood of mail is not information. It's marketing. And it's designed to make Medicare feel more complicated than it actually is — because confused people are easier to sell to. So here's what we're going to do instead. Over the next forty-five minutes or so, we're going to answer the eleven questions that almost every single person asks when they sit down in our office on Main Street. Not sales questions — the real ones. Will my doctor take it? What does this actually cost? What's the catch on those zero-dollar plans? And if you look below this video, you'll see every question listed. You can watch straight through, or jump right to the one keeping you up at night. This series works for you, not the other way around. And let me tell you the honest truth, right up front. Medicare comes down to one decision. Just one. Everything else — all the noise, all the mail — is variations on a single fork in the road. By the end of this, you'll know exactly what that fork is. You'll know which questions actually matter for your situation. And you'll know which ones are just noise. No plan pitch. No pressure. Let's start with the thing that can actually hurt you if you get it wrong. The deadlines.
The 11 questions
One question per video, answered straight. Released questions play right here; the rest are on the way.
The real deadlines (and the truth about penalties)
“Do I actually have to do anything yet?”
I'm still working — do I even need this?
“I have employer coverage. Does this apply to me?”
Advantage vs. Supplement: the honest comparison
“Which one is best? My neighbor says the other one's a scam.”
The Shield Packages: Bronze, Silver, Gold
“Do I really need to research five different policies?”
Don't want to wait for the chapters?
Everything the series covers, we do live in a free 30-minute fit call: we check your doctors against real plan networks, run your exact medication list, look at your enrollment window, and tell you plainly which path fits — what a healthy year costs, and what a rough year costs. It is not a sales pitch: some of the best calls end with "you're fine — do nothing until fall." Bring your spouse; this decision usually belongs to two people.
About this series
Are The 11 Medicare Questions videos really free?
Yes. It's an educational series from Medicare On Main — no cost, no registration required to watch, and no plan pitch. If you want personal help afterward, you can book a free fit call.
Do I have to watch the questions in order?
No. Each video answers one question on its own, so you can jump straight to the one keeping you up at night — your doctors, real costs, prescriptions — or watch straight through.
What happens on the free fit call?
We check your doctors against real plan networks, run your exact medication list, look at your enrollment window, and tell you plainly which path fits — a healthy year and a rough year. Some of the best calls end with “you're fine, do nothing until fall.”
This series is education, not plan-specific advice. Medicare On Main is a licensed independent agency; we do not offer every plan available in your area. For information on all of your options, contact Medicare.gov, 1-800-MEDICARE, or your State Health Insurance Assistance Program.
Last updated . Maintained by the Medicare On Main Data Desk · reviewed by Brian Penner, Independent Medicare advisor (NPN 16493717).