2026 Medicare basics by the numbers
Here's what to do as you approach Medicare.
Approaching 65 — or already there and confused? Here's the order I'd take.
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Find your Initial Enrollment Period — the 7-month window around your 65th birthday
Your Medicare Initial Enrollment Period (IEP) is a 7-month window: the 3 months before your 65th birthday month, your birthday month, and the 3 months after. Sign up in the 3 months BEFORE your birthday month and coverage starts on the first of your birthday month. Wait until your birthday month or after and coverage starts later — in some cases up to 3 months after you sign up.
Time: 5 minutes to confirm Cost: Free Medicare enrollment periods ›
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Decide if you have qualifying employer coverage — it changes everything
If you (or your spouse) have group health insurance through current active employment with 20+ employees, you can usually delay Medicare Part B without penalty. When that coverage ends, you get an 8-month Special Enrollment Period to sign up.
COBRA, retiree coverage, severance health benefits, and ACA marketplace plans do NOT count as qualifying employer coverage. If you only have those, sign up for Medicare during your IEP — missing it triggers permanent penalties.
Time: 10 minutes to confirm Cost: Free
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Apply for Medicare — SSA does not enroll you automatically if you're delaying Social Security
If you're already collecting Social Security at 65, SSA enrolls you automatically in Parts A and B. If you're delaying Social Security past 65, you have to enroll in Medicare yourself. Apply at ssa.gov/medicare or call 1-800-772-1213.
20 years at SSA taught me this is the single biggest mistake in this whole landscape. People delay Social Security to 70 — smart move — and forget Medicare runs on its own clock.
Time: 30 minutes Cost: Free Apply for Medicare ›
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Don't make the comparison decision under sales pressure — get free, unbiased help first
The Original-vs-Medicare-Advantage decision is harder to reverse than people think. Switching from Medicare Advantage back to Medigap later usually requires medical underwriting, and you can be denied based on health.
Free, unbiased help is available. SHIP (State Health Insurance Assistance Program) at 1-877-839-2675 provides free counseling. Chapter Medicare gives you a free plan comparison from licensed Medicare advisors and is one of our trusted partners at 24Help.
Do NOT make this decision off a TV ad, a mailer, or a cold call. Cold-call Medicare sales are barred by federal rules — if someone cold-calls you about a Medicare plan, hang up and report it.
Time: 30–60 minutes Cost: Free Free Medicare help ›
Which of these fits your situation?
Medicare looks the same at first glance, but the right answer depends on your situation. Pick what fits.
I'm turning 65 and not yet collecting Social SecurityYou have to enroll yourself — SSA won't auto-enroll
If you're not yet collecting Social Security at 65, SSA does not enroll you automatically. You have to apply yourself — at ssa.gov/medicare or by calling 1-800-772-1213.
Apply during the 3 months BEFORE your 65th birthday month so coverage starts on the first of your birthday month. Wait longer and coverage starts later.
I'm already collecting Social Security and turning 65SSA auto-enrolls you in Parts A and B
If you're already receiving Social Security at 65, SSA enrolls you automatically in Medicare Parts A and B. Your Medicare card arrives in the mail about 3 months before your 65th birthday.
If you don't want Part B (because you have qualifying employer coverage), you have to actively decline it by following the instructions on the back of the card. Don't ignore the card — declining inactively can leave you with both coverage and the premium auto-deducted from your Social Security check.
I'm on SSDI and not yet 65 — when do I get Medicare?After 24 months of SSDI cash benefits
If you're on SSDI, Medicare kicks in after 24 months of receiving cash benefits — typically about 29 months from your disability onset date once you add the 5-month SSDI waiting period.
Three fast-track exceptions: ALS waives the 24-month wait entirely, ESRD has its own Medicare entry rules, and certain Compassionate Allowance conditions speed the SSDI determination (but do not waive the 24-month Medicare wait).
I have employer health insurance through current workActive employer coverage may let you delay safely
If you (or your spouse) have group health insurance through current active employment with 20+ employees, you can usually delay Medicare Part B without the late-enrollment penalty. When that coverage ends, you get an 8-month Special Enrollment Period to enroll.
Key caveats that catch people: COBRA, retiree coverage, severance health benefits, and ACA marketplace plans do NOT count as qualifying employer coverage. Make sure you understand which kind of coverage you have before assuming you can delay.
I'm trying to decide between Original Medicare and Medicare AdvantagePick the right path — it's harder to reverse than people think
Once you have Parts A and B, you have two paths: stay with Original Medicare and add a Medigap supplement plus a Part D drug plan, OR enroll in a Medicare Advantage (Part C) plan that bundles A, B, and usually D.
This decision is harder to reverse than people think. Switching from Medicare Advantage back to Medigap later usually requires medical underwriting, and you can be denied based on health. Talk to Chapter Medicare advisors at (352) 841-0632 or your state SHIP counselor at 1-877-839-2675 for unbiased help comparing your specific situation.
Money is tight — can I get help with Medicare costs?Yes — MSP and Extra Help cover real money
If your income is modest, the Medicare Savings Program (MSP) may cover your Part B premium ($202.90) and other Medicare cost-sharing. The Extra Help (LIS) program reduces Part D prescription drug costs to near zero.
Apply for these through your state Medicaid agency or SSA. Many people qualify and never apply because nobody told them to check. SHIP at 1-877-839-2675 can walk you through both applications for free.
I'm helping a parent or partner who is approaching 65Bystander — I'm not the one enrolling
If you're helping a parent or relative who is approaching 65, the most important thing is to mark the 7-month Initial Enrollment Period on the calendar and make sure they enroll on time.
If they have qualifying employer coverage, confirm what kind — active employment with 20+ employees counts, COBRA does not. Help them book a free consultation with Chapter Medicare advisors at (352) 841-0632 or a state SHIP counselor at 1-877-839-2675 to walk through their plan options without sales pressure.
With their permission, you can become their authorized representative on the SSA side using Form SSA-1696. That lets you call SSA on their behalf and discuss their case.
My situation is different from theseTell me what's specific to you
Medicare for federal retirees with FEHB, military retirees with TRICARE for Life, expat retirees living abroad, dual-eligibles on Medicaid, and people transitioning from employer coverage all have specific rules that don't fit the standard scripts.
For anything genuinely complex — dual eligibility, transition from employer coverage, FEHB/TRICARE coordination, or Medicare for someone under 65 — a free consultation with Chapter at (352) 841-0632 or your state SHIP counselor at 1-877-839-2675 is faster than guessing.
Medicare questions I get most often
What's the difference between Original Medicare and Medicare Advantage?
Original Medicare is Parts A and B — federal coverage that lets you see any doctor or hospital that accepts Medicare nationwide. To round it out, most people add a Medigap supplement (covers what A and B don't) plus a standalone Part D drug plan.
Medicare Advantage (Part C) is a private alternative bundle. Insurance companies contract with Medicare to provide your Parts A and B coverage, almost always with a built-in Part D drug benefit. Networks are usually narrower than Original Medicare and care often requires plan approval, but plans frequently include extras like dental, vision, and gym memberships.
The right choice depends on your health, providers, prescriptions, and state. Free, unbiased help is available through SHIP at 1-877-839-2675 or Chapter Medicare.
Do I have to enroll in Medicare at 65 if I'm still working?
If you have group health insurance through current active employment with 20+ employees (yours or your spouse's), you can usually delay Medicare Part B without the late-enrollment penalty. When that coverage ends, you get an 8-month Special Enrollment Period.
Most people in this situation still enroll in Part A at 65 because it's premium-free if you have 40 work credits — but check first if you're contributing to a Health Savings Account (HSA), because Medicare enrollment ends HSA contributions.
What happens if I miss the Initial Enrollment Period?
If you missed your 7-month Initial Enrollment Period without qualifying coverage, the General Enrollment Period runs January 1 to March 31 each year. Coverage starts the month after you enroll.
The Part B late-enrollment penalty is 10% added to your premium for every 12 months you were late — permanently. If you delayed 3 years past your IEP, your Part B premium is 30% higher for life.
Does Medicare cover everything?
No. Medicare does not cover most dental, vision, hearing aids, long-term custodial care, or care outside the United States (with limited exceptions). It also has cost-sharing — deductibles, copays, and a 20% coinsurance for most Part B services with no annual out-of-pocket cap on Original Medicare.
This is why most people add either a Medigap supplement (covers most cost-sharing) or pick a Medicare Advantage plan that bundles in extras and caps annual out-of-pocket spending.
Is Medicare free?
Part A is premium-free for people with 40 work credits (about 10 years of paying Medicare taxes). Part B has a standard premium of $202.90 in 2026, more for higher incomes (IRMAA).
There's no version of Medicare that costs nothing for everyone. Even Medicare Advantage plans with $0 premiums still leave you responsible for the Part B premium, plus copays and coinsurance up to the plan's annual out-of-pocket maximum.
What is IRMAA and will I have to pay it?
IRMAA is the Income-Related Monthly Adjustment Amount — an extra charge on top of your Part B and Part D premiums if your modified adjusted gross income is above certain thresholds. The 2026 starting threshold is $109,000 for single filers and $218,000 for joint filers.
IRMAA is based on your tax return from two years ago. If your income has dropped because of a life-changing event — retirement, divorce, death of a spouse, work reduction — you can request reconsideration with Form SSA-44.
Can I have Medicare and a Health Savings Account (HSA)?
Once you enroll in any part of Medicare — including Part A — you can no longer make new HSA contributions. You can still spend down what's in your HSA tax-free for qualified medical expenses, including some Medicare costs.
If you're working past 65, contributing to an HSA, and considering delaying Medicare Part A: Social Security retirement benefits trigger automatic Part A enrollment that goes back up to 6 months. People sometimes have to repay HSA contributions made during that lookback period.
How does Medicare work with my employer's retiree health plan?
Retiree health plans are NOT considered active employer coverage for Medicare late-enrollment purposes. If you're retired with retiree benefits, sign up for Medicare during your IEP — don't delay.
Once you have both Medicare and retiree coverage, Medicare typically pays first. Some retiree plans coordinate with Medicare and become a kind of supplement; others reduce coverage substantially when you become Medicare-eligible. Read your retiree plan documents carefully and consider how Medigap or Medicare Advantage compares.
What happens to my spouse's coverage when I go on Medicare?
If your spouse was covered as a dependent on your employer plan, your move to Medicare may make them ineligible to stay on the plan — confirm with HR. Sometimes the spouse can elect COBRA for up to 36 months. Sometimes they need to find their own coverage on the marketplace until they reach 65.
This is one of the most common 'I didn't realize' moments at SSA. If your spouse is younger than 65 and depended on your group plan, plan their alternative coverage before you trigger your Medicare or Social Security enrollment.
How do I get unbiased help making Medicare decisions?
Two free resources for unbiased help: SHIP (State Health Insurance Assistance Program) at 1-877-839-2675 — federally funded, state-administered, no plan sales — and Chapter Medicare at (352) 841-0632, which provides a free plan comparison from licensed Medicare advisors and is a trusted partner of 24Help.
Do NOT make this decision based on a TV ad, a mailer, or a cold call. Cold-calling about Medicare plans is barred by federal rules — if someone cold-calls you about a Medicare plan, hang up and report it.
Medicare opens the door to more than just Medicare.
People entering Medicare often qualify for additional programs that lower costs and add benefits. A few worth checking.
Medicare Savings Program (MSP)
If your retirement income is modest, MSP may cover your Part B premium — $202.90 — plus deductibles and copays. State Medicaid agencies run it.
Extra Help (Low Income Subsidy)
Extra Help can reduce Medicare Part D prescription drug costs to near zero. SSA administers it directly. The Inflation Reduction Act expanded full Extra Help to 150% of the federal poverty level effective 2024.
Medicaid (dual-eligible)
If your income is below your state's threshold, you may qualify for Medicaid alongside Medicare. Medicaid picks up what Medicare leaves out — including long-term care — and dual-eligibles automatically get Extra Help and QMB cost-sharing.
Social Security retirement
Medicare and Social Security run on different clocks. You can claim Social Security as early as 62 or as late as 70. Medicare starts at 65 regardless. The two interact — if you're collecting Social Security at 65, SSA auto-enrolls you in Parts A and B and deducts the Part B premium from your check.
Medicare for SSDI under 65
If you're on SSDI under 65, Medicare kicks in after 24 months of cash benefits. ALS waives the wait. ESRD has its own entry rules.
SHIP (free Medicare counseling)
SHIP is free, unbiased, federally funded Medicare counseling administered by your state. Reach SHIP at 1-877-839-2675 or shiphelp.org. They don't sell plans — they explain options.
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