Paul Barrett, CMIP · The Modern Medicare Agency
Getting Ready for Medicare's Annual Enrollment Period: Your Complete AEP Checklist
Updated for AEP 2026 (coverage effective January 1, 2027) · Reviewed by Paul Barrett, CMIP, AHIP-certified, 18+ years as a Medicare-exclusive broker
Every fall, mailboxes fill up with Medicare ads, TV commercials get louder, and phones start ringing with calls from numbers nobody recognizes. It's a lot. So before AEP even opens, let's sit down at the kitchen table and go through this the calm way — what to gather, what to check, and what to actually do. No jargon, no pressure.
What's In This Guide
The Dates That Actually Matter
October 15 – December 7: Annual Enrollment Period (AEP). You can switch Medicare Advantage or Part D drug plans.
January 1: Any changes made during AEP take effect.
January 1 – March 31: Medicare Advantage Open Enrollment Period — a second, more limited window if you're already in a Medicare Advantage plan and want to switch once more.
Start Here: What to Do Right Now, Before AEP Opens
September — Early OctoberYour Annual Notice of Change (ANOC) letter has already started arriving. Carriers began mailing these in September, and by law, every single one must be sent out by September 30. It explains exactly what's different about your plan for 2027 compared to this year — premium, deductible, drug costs, network, all of it.
Here's the problem: these letters are often long, dense, and not organized to help you. There's no bright headline that says "here's what actually matters to you." Nothing about the way it looks screams "important." A lot of people mistake it for junk mail and toss it without opening it.
This year, that would be a real mistake. Medicare Advantage plans are going through significant changes right now. Millions of people are going to see meaningful changes to their plan for 2027, and a couple million people are expected to lose their current coverage altogether and need to pick something new. Find that envelope, open it, and actually read it. It's worth the twenty minutes.
- Find your Annual Notice of Change (ANOC). Your current plan is required to mail you this letter every September. It spells out exactly what's changing for next year — premium, deductible, drug tiers, doctor network. Read it before you assume "nothing changed."
- Pull together your Medicare card and current plan ID card — and take a photo of it. You'd be surprised how many people have the wrong card in their wallet, or aren't actually sure which plan they're on. Knowing exactly what you have right now is what lets an agent compare apples to apples. And if you don't want to change your plan just to change it, having the right card in hand is one of the simplest ways to prevent an unnecessary switch by mistake.
- Think honestly about how this year went. Any surprise bills? A drug that got expensive? A doctor visit that felt like a hassle to schedule? Those are the clues worth bringing into any conversation about next year's plan.
Your Prescription Drug List — Do This One Really Well
Of everything on this page, this is the part worth slowing down for. Nearly every Medicare beneficiary takes at least one prescription, and drug costs are usually the biggest swing factor in what a plan actually costs you over a year. A rushed, half-remembered list is the #1 reason people end up in the wrong plan without realizing it.
- List everything you took over the whole year — not just what's in your pillbox today. If you started something in March or finished a short course in July, it still tells an agent (or the Plan Finder tool) something about your health needs. Don't limit the list to "right now."
- Note anything you started, stopped, or switched, and why. If your doctor moved you off one drug and onto another, or you stopped taking something, write that down too. Those changes matter for next year's planning.
- Know generic vs. brand name for each one — and write down which you actually take. "Metformin" and "Glucophage" are not the same line item to a drug plan's formulary, and the cost difference between the generic and brand-name version of the same drug can be significant. Don't guess — check the bottle or ask your pharmacist.
- Include the dosage and how often you fill it. A 30-day supply and a 90-day supply can price out very differently plan to plan.
- Write it out or type it out — don't rely on memory in the moment. Whether it's a note on your phone, an index card, or a printed sheet, have it in front of you before any call or appointment. Trying to recall seven medications and their doses off the top of your head, on the spot, is where mistakes creep in.
Here's something most people don't know, and I think you deserve to. If you pair Original Medicare with a Medicare Supplement (Medigap) plan, your drug coverage doesn't come bundled in — you need a separate, standalone Part D plan. If you're in a Medicare Advantage plan instead, drug coverage is usually built into that plan, and the agent who enrolls you gets compensated for that work.
Standalone Part D plans are different. The large majority of them — in my experience, somewhere around 90% — pay agents little to nothing for helping you enroll. That doesn't make the work less important; prescription costs are often the single biggest recurring expense for people on Medicare. But it does mean a lot of agents can't take on unpaid Part D work at scale. It's real time, and it carries real licensing risk to do carelessly for zero compensation. That's just the honest state of things, and it's a big part of why so many people struggle to find an agent willing to sit down and work through Part D with them.
Here's what that means for you: if you want help with a standalone Part D plan, the best thing you can do is walk in with your drug list already done — every medication, dose, generic vs. brand, and any changes from the past year, written out clearly, like above. An agent who can run a clean list through the plan comparison tool in five minutes is far more likely to help than one facing "I take a few pills, I don't remember what they're called." And if you can't find an agent for this piece specifically, you're not stuck — Medicare.gov's Plan Finder tool lets you compare Part D plans yourself, using that same list.
Your Provider List — Names, Offices, and Locations
This one needs more detail than most people think. "I see Dr. Patel" isn't enough anymore — you need to know exactly where you see Dr. Patel, because it's increasingly common for a doctor to split time across two or three different offices, and only one of those locations may actually be in a given plan's network.
- List every doctor and specialist by full name — primary care, cardiologist, dermatologist, physical therapist, anyone you see regularly.
- Note the specific office address you actually go to for each one. Not just the practice name — the street address. Many providers now work out of more than one location, sometimes under different practice groups, and a plan can be in-network at one address and out-of-network at another for the very same doctor.
- If your doctor has multiple locations, ask which ones a plan actually covers. Don't assume — verify it for the exact office you use.
- Be honest with yourself about whether you'd travel to a different location. If your preferred office isn't in-network but the same doctor sees patients at a covered location across town, would that work for you? That answer changes which plans are realistic options.
I want to flag a trend so it doesn't catch you off guard. More plans are converting into HMO and HMO Point-of-Service structures this year, and there will be fewer PPO options overall. On top of that, most of the PPO plans that remain aren't staying regional — they're shrinking down to local PPO networks. That means smaller networks, and it means the cost of stepping outside that network is going up.
For years, a lot of people leaned on PPOs as their safety net — the idea that even if a doctor was "out of network," it wouldn't cost much extra to see them anyway. That safety net is getting thinner. Which is exactly why the office-by-office, address-by-address level of detail above matters so much more this year than in years past. A doctor's name being "in-network" in general isn't the full picture anymore — the specific office you walk into is what determines whether you're covered.
A quick word on the "I just want a PPO" instinct. I hear this constantly, and I understand why — PPOs feel like more freedom. But the honest truth is that PPOs are going to be harder and harder to find in most counties going forward. Insurance carriers save money by controlling who you see and making sure the providers you do see have agreed to their payment terms, and that's simply easier to do with a tighter network. If you do find a PPO that looks good and fits you, that's great. Just go in with your eyes open about what "out of network" actually costs on that plan. Most PPOs today charge coinsurance for out-of-network care, not a flat copay — meaning you pay a percentage of the bill rather than a set dollar amount, and that percentage can add up fast. Some plans layer a deductible on top of that coinsurance before it even kicks in. So if you ever want a second opinion from a doctor outside your network, that's where the real cost surprises show up.
This year, ask more questions than you ever have before. Sit down with your agent or whoever enrolls you and ask directly: if I go out of network for a second opinion, what will it actually cost me? Is it 30%? 40%? Is there a deductible before that even applies? Get a real number, not a general sense of "it costs a bit more." Understanding your rights and your actual out-of-pocket exposure is the single most important thing you can do as a consumer this year.
During AEP: October 15 – December 7
While the window is open- If you want a PPO, ask exactly what out-of-network care costs. Get the real numbers — the coinsurance percentage, whether a deductible applies first, and what that means specifically for something like a second opinion. A vague answer isn't good enough this year.
- Compare your options — even if you like your plan. Ten minutes of comparing can confirm you're in the right place, or catch something before it costs you money in January.
- Check that your medications are covered — and at what tier. A drug being "covered" isn't the whole story. The tier it's placed in changes what you pay out of pocket.
- Confirm your doctors are in-network — at the specific office you use. Don't take a plan's word for it from a brochure, and don't stop at the doctor's name. Verify the exact address, since the same doctor can be in-network at one location and out at another.
- Ask about total cost, not just the premium. A $0 premium plan can still cost more overall once you add up copays, deductibles, and drug costs. Look at the whole picture.
- If you talk to an agent, ask how they're paid and how many carriers they represent. A good, honest agent will answer both without hesitation.
- Get your confirmation in writing. Whether you enroll through an agent, Medicare.gov, or the carrier directly, keep a copy of your confirmation number and enrollment date.
After You Enroll (or Decide to Stay Put)
December — January- Watch for your new member ID card if you switched plans. It should arrive before January 1.
- Confirm your first prescription refill under the new plan processes correctly in early January.
- Know that you get a second look. If you're in a Medicare Advantage plan and something feels off once January hits, the Medicare Advantage Open Enrollment Period (Jan 1 – Mar 31) gives you one more chance to switch.
The biggest mistake I see every fall isn't picking the "wrong" plan — it's not checking at all. People assume that because their plan worked fine last year, it'll work fine again. Carriers change formularies and networks every single year, quietly, in a letter most people don't read closely. You don't need to switch plans to benefit from AEP. You just need to look. That's the whole ask.
Why This AEP Is Different From Recent Years
A few things are happening in the Medicare market right now that are worth understanding before you compare plans, because they change what "the right plan" even means this year.
- Medicare Supplement premiums have been climbing sharply. Rate increases on Medigap plans have been significant the last couple of years, and it's worth checking your current rate against what else is out there rather than assuming it's stayed reasonable.
- Medicare Advantage plans are pulling out of areas. Some carriers are exiting specific counties altogether, which is part of why the ANOC letter above matters so much — your current plan may simply not be offered where you live next year.
- Some plans are quietly making themselves hard to enroll in. This is called enrollment suppression, and it's real. More on it below.
Here's something going on behind the scenes that most people never hear about. A growing number of Medicare Advantage plans are technically still active — you might see them listed on Medicare.gov or in a plan comparison — but when you go to the carrier's own website, they're not shown prominently. They're hard to find on purpose. And often, there's no agent support available to help you enroll in them either.
This is called enrollment suppression, and it happens because those specific plans are currently losing the carrier money. The carrier isn't ready to cancel the plan and cut off the members already on it, but they also don't want to add new members who'd add more claims cost. So they walk a line: keep the plan technically available, but make it genuinely difficult to find and enroll in. Sometimes carriers don't give agents access to these plans in our enrollment systems at all — which means we can't enroll you the normal way even if you ask us to. You'd need to request a paper application directly and often submit it yourself.
Why does this matter to you? Because just because a plan exists doesn't mean it's the right plan for you, and just because it's listed somewhere doesn't mean the carrier actually wants you as a member. If an agent isn't showing you a particular plan, ask why — a good one will tell you honestly if it's because they don't have access to enroll people in it, rather than just steering you toward whatever's easiest for them to sell. When a carrier genuinely wants members, they make it easy. When they don't, they make it hard. That difficulty is information, and it's worth paying attention to.
Common AEP Mistakes — And How to Avoid Them
Every fall I watch the same handful of mistakes trip people up. Worth naming them directly.
- Not preparing at all. The single biggest mistake is skipping everything above — no updated drug list, no doctor list, an unopened ANOC letter — and then trying to make a decision on the fly. Everything on this page exists to prevent this one.
- Skipping the ANOC letter. Worth repeating: it's the one document that tells you, in writing, exactly what's changing about your plan. Skip it, and you find out about a change after it's already cost you money.
- Vague, outdated notes on doctors, prescriptions, and hospitals. "My heart doctor" and "a water pill" aren't enough to compare plans accurately. If your notes wouldn't help a stranger understand your care, they need more detail — see the lists above.
- Getting pulled in by the advertising. TV commercials, direct mail, and internet ads all ramp up hard this time of year. Click on a Medicare ad online and expect to keep seeing more of them — that's how retargeting works. Fill out a form asking for "more information" and expect your phone to start ringing, often from people who paid to get your contact information and have no real interest in just answering a question.
- Assuming mail is trustworthy just because it looks official. Even mail that appears to come from a real carrier during AEP is often handled by seasonal, part-time staff. Nobody has enough year-round agents to cover the sheer volume of calls into Medicare, Social Security, and every major carrier this time of year. Be careful about who's actually answering your questions.
- Enrolling on the spot from a commercial's 1-800 number. A decision made in the middle of a commercial break isn't the same as one made with your own notes in front of you.
AEP runs a full seven weeks, October 15 through December 7. You can submit an application any time in that window, and you're allowed to change your mind as many times as you need to between those dates — only your last submission before midnight on December 7 actually counts. There's no reason to let a commercial, a postcard, or a pushy phone call rush you into a decision on day one. Take your time, do the homework above, and change your mind if you need to. That's exactly what the window is there for.
Unsolicited Phone Calls Are About to Spike — Here's What's Really Happening
This goes on year-round, but it ramps up enormously during AEP — easily a hundred times over. It's worth understanding exactly what's happening on the other end of the line, because it changes how you should treat a call you didn't ask for.
As an agency owner, I get contacted daily — multiple times a day — by call centers wanting to sell me "live transfers." Here's what that means: someone cold-calls a Medicare consumer, gets them interested in talking to "someone who can improve their situation" — more benefits, lower costs, whatever the hook is — and then transfers that call to an agent. That agent typically pays somewhere between $50 and $100 just to speak with you. Either way, the person on the other end has one goal: enroll you in something, because they've spent real money to get you on the phone and they need to make it back.
These calls can look completely legitimate. Carriers can now buy access to millions of phone numbers and make a call display as a local number in your area, or as an 888 number, when the call center itself could be anywhere. If you hear an unfamiliar voice with an accent, that alone tells you nothing — plenty of honest, hardworking people in this industry have accents, and depending on where you live, someone might say the same about mine. The accent isn't the warning sign. The fact that you didn't ask for the call is.
Here's the simple rule: if you didn't reach out to someone yourself, you probably shouldn't be giving out your information or staying on the line. Their job, plainly, is to sell you something. Your job is to get educated and make the right choice for yourself — and that's very hard to do on a call you didn't initiate, with someone whose paycheck depends on getting you to say yes.
- Don't answer numbers you don't recognize — even ones that look local. Spoofing a local number or an 888 number is common and doesn't tell you anything about where the call is actually coming from.
- If you didn't initiate the contact, be cautious about staying on the line. A call you didn't ask for, about your Medicare coverage, is reason enough to be skeptical from the start.
- Never give out your Medicare number or personal details to someone who called you. Legitimate help doesn't require you to hand over information to a stranger who rang your phone.
- Remember what their job actually is. A live transfer agent's goal is to enroll you, because they paid to get you on the phone. That's not the same thing as someone trying to educate you.
- If something they said interests you, hang up and call back on your own terms. Reach out to your own agent or Medicare directly using a number you already trust — not one they gave you.
Common Questions Beneficiaries Ask This Time of Year
When is Medicare's Annual Enrollment Period?
October 15 through December 7, every year. Changes take effect January 1.
What can I actually change during AEP?
You can move between Original Medicare and Medicare Advantage, switch Medicare Advantage plans, or join, switch, or drop a Part D drug plan.
Do I have to do anything if I like my current plan?
You're not required to, but it's worth checking your plan's Annual Notice of Change letter — costs and coverage can shift even when you don't touch a thing.
What should I bring to a conversation with an agent?
Your medication list with dosages, your doctors' names, and your current Medicare and plan ID cards. That's really it.
Is working with an agent going to cost me more?
No. Your premium is identical whether you enroll through an independent agent, directly with the carrier, or on Medicare.gov. A good agent should be transparent about how they're paid and willing to show you more than one option.
Why is it hard to find an agent to help with a standalone Part D plan?
If you pair Original Medicare with a Medicare Supplement, drug coverage is a separate standalone Part D plan. Most of those plans pay agents little to nothing, so it's genuinely harder to find help. Coming prepared with a clean, written medication list is the best way to make it easy for an agent to say yes — or you can run the comparison yourself on Medicare.gov.
Why do I need to check my doctor's specific office location, not just their name?
Many doctors work out of more than one office, and a plan can be in-network at one location and out at another for the same doctor. Networks are also shrinking this year — more HMO and HMO Point-of-Service plans, fewer PPOs, and the PPOs that remain are turning local instead of regional. Checking network status by the exact office address, not just the doctor's name, is how you avoid a surprise bill.
When do Annual Notice of Change letters arrive?
Carriers must mail every ANOC letter by September 30. It spells out exactly what's changing about your plan for next year. These letters are easy to mistake for junk mail, but this year — with major changes hitting Medicare Advantage plans and millions of people affected — skipping it is a bigger risk than usual.
Can I change my mind after I submit an application during AEP?
Yes. You can submit more than one application between October 15 and December 7, and only your last one before midnight on December 7 actually takes effect. There's no need to feel rushed early in the window.
How do I avoid pushy Medicare sales calls?
Be careful about clicking Medicare ads online or filling out "more information" forms — that's often what triggers a flood of calls from lead buyers rather than someone equipped to actually answer your question. And know that carrier phone lines and direct mail during AEP are frequently staffed by seasonal, part-time help, so it's worth confirming who you're really talking to.
What is Medicare Advantage enrollment suppression?
It's when a plan is technically still active — you might see it on Medicare.gov — but the carrier makes it deliberately hard to find or enroll in, because the plan is losing them money and they don't want new members adding to that. Agents are sometimes locked out of enrolling people in these plans entirely, which means a paper application straight to the carrier may be the only path in.
Are Medicare Supplement premiums going up?
Yes — Medigap rates have seen significant increases the last couple of years. Worth comparing your current rate against other options during AEP rather than assuming it's stayed reasonable.
What does out-of-network care cost on a PPO?
Most PPOs today charge coinsurance for out-of-network care — a percentage of the bill, not a flat copay — and some layer a deductible on top before that even kicks in. Ask for the real number before you enroll, especially if getting a second opinion outside your network matters to you.
Should I insist on a PPO plan?
PPOs are getting harder to find as more plans convert to HMO and HMO Point-of-Service structures, and the PPOs that remain are shrinking to local networks. A PPO can still be right for you — just go in knowing the actual out-of-network costs rather than assuming the flexibility works the way it used to.
What is a Medicare "live transfer" call?
It's when a call center cold-calls you, gets you interested in "improving your coverage," then transfers you to an agent who paid roughly $50–$100 for that connection. Their goal is to enroll you and recoup that cost — not to give you neutral, educational guidance. These calls often show up as a local or 888 number even when the call center itself is somewhere else entirely.
How do I know if an unsolicited Medicare call is legitimate?
If you didn't reach out first, treat it with caution no matter how local the number looks — caller ID can be spoofed. Don't hand over your Medicare number or personal details to someone who called you out of the blue. If something they say genuinely interests you, hang up and call your own agent or Medicare directly using a number you already trust.
Keep Learning
- Medicare Explained — new to Medicare or just want a refresher on Parts A, B, C, and D.
- Medicare Supplement vs. Medicare Advantage: The Honest Side-by-Side Nobody Else Will Show You — a full, no-spin comparison of the two paths.
- The One Letter You Really Shouldn't Toss This Fall: Understanding Your ANOC — a closer look at the letter covered above.
- Why Your Medicare Advantage Plan Might Disappear — a closer look at plan discontinuations and enrollment suppression.
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