If you are the adult child helping a parent sort through Medicare, you have taken on one of the most important conversations of the year. This caregiver's playbook walks you through the process the way it actually unfolds: information gathering first, a 30-minute crash course on the four parts of Medicare, side-by-side comparison of the two coverage pathways, and then the enrollment sequence itself.
Every dollar figure is anchored to the confirmed 2026 CMS numbers, including the new $202.90 Part B premium, $283 Part B deductible, $1,736 Part A hospital deductible, and $2,100 Part D out-of-pocket cap. Think of this as the conversation guide you wish someone had handed you before the first phone call.
Key Takeaways
Gather doctors, drugs, and work history before you start
Learn what each Medicare part covers in 2026
Compare Medigap plus Part D versus Medicare Advantage carefully
Enroll in the first three months of the IEP window
Before the First Conversation: What to Gather
Before you sit down with your parent, spend 30 minutes collecting the information that will drive every decision you make together. Trying to compare plans without this list is like shopping for a car without knowing your commute.
Ask your parent for:
Their Medicare number (if already issued) or Social Security number
A complete list of current doctors and specialists
A list of prescription medications, dosages, and preferred pharmacy
Whether they (or a spouse) are still working with employer coverage
Their permanent ZIP code and any second residence
Approximate annual income from the 2024 tax return (this drives 2026 IRMAA)
Once you have this in hand, the rest of the process moves quickly. Our step-by-step first-time enrollment guide covers the mechanics of how to sign up online, by phone, or in person.
Medicare Savings Tip
Start six months before your parent turns 65. That gives you time to compare Medigap and Advantage side by side, run the Part D Plan Finder with the actual medication list, and enroll in the first three months of the Initial Enrollment Period so coverage begins on the first day of your parent's birthday month.
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Action 1: Give Your Parent a 10-Minute Overview of the Four Parts
Your parent does not need to become a Medicare expert. They just need enough vocabulary to make an informed choice. Here is the 10-minute version. For a deeper walk-through of the terminology, see our Medicare Parts A, B, C, and D beginner's guide.
Part A: Hospital Insurance
Part A pays for inpatient hospital stays, skilled nursing facility care after a qualifying hospitalization, hospice, and limited home health. For most parents, Part A is premium-free because they or a spouse worked at least 10 years in Medicare-taxed employment.
If your parent did not, the 2026 buy-in premium is $311 per month with 30 to 39 quarters of work, or $565 per month with fewer than 30 quarters.
Cost sharing per benefit period in 2026:
Part A cost (2026)
Amount
Inpatient hospital deductible
$1,736 per benefit period
Hospital days 61 to 90
$434 per day
Lifetime reserve days 91 to 150
$868 per day
Skilled nursing days 21 to 100
$217 per day
Part B: Doctor and Outpatient Insurance
Part B covers doctor visits, lab work, imaging, preventive screenings, outpatient surgery, physical therapy, and durable medical equipment. The 2026 standard premium is $202.90 per month (up nearly 10% from $185.00 in 2025), and the annual deductible is $283 (up from $257). After the deductible, Medicare pays 80% and your parent pays 20%, with no annual out-of-pocket cap.
Higher-income parents may pay more through IRMAA (Income-Related Monthly Adjustment Amounts) based on their 2024 tax return. The 2026 IRMAA thresholds start at $109,000 for single filers and $218,000 for joint filers, with total Part B premiums ranging up to $689.90 per month at the top bracket.
Original Medicare Has No Annual Spending Cap
Part B leaves your parent responsible for 20% of Medicare-approved charges with no upper limit. A serious hospitalization or surgery could easily produce tens of thousands in coinsurance. Either a Medigap plan or a Medicare Advantage plan is essential to solve this.
Part C is the bundled alternative to Original Medicare. Your parent still has Medicare, but a private insurer administers their A and B benefits, almost always adds Part D drug coverage, and layers on extras like dental, vision, hearing, and fitness. The 2026 average Medicare Advantage premium is $14.00 per month (down from $16.40 in 2025), and about 75% of enrollees in individual Advantage plans with drug coverage pay no premium above their Part B premium. Learn more about how Part C really works before making a decision.
Part D: Prescription Drug Coverage
Part D covers self-administered prescriptions. In 2026, the maximum plan deductible is $615, the annual out-of-pocket cap is $2,100 (up from $2,000 in 2025), and the average standalone Part D premium is projected around $34.50 per month (down about $3.81 from 2025). The national base beneficiary premium used to calculate the late enrollment penalty is $38.99.
Every plan has its own formulary and tier structure, so the plan that is cheapest for your parent depends entirely on which medications they take. Our Part D shopping guide walks through how to use the Plan Finder correctly.
Action 2: Compare the Two Coverage Pathways With Your Parent
After the four parts click, the next conversation is about how to combine them. Your parent will pick one of two pathways. They cannot combine them.
Path 1: Original Medicare + Medigap + Part D
Any doctor or hospital that accepts Medicare
Predictable annual costs with Medigap protection
Standalone Part D plan for prescriptions
Multiple monthly premiums to manage
Path 2: Medicare Advantage (Part C)
One plan covers hospital, doctor, and usually drugs
Dental, vision, and hearing extras common
Built-in annual out-of-pocket maximum
Network and prior authorization rules apply
Path 1 in plain English
Your parent keeps Original Medicare, adds a Medigap policy to pay the deductibles and 20% coinsurance, and buys a standalone Part D plan.
Pros
Freedom to use any Medicare provider nationwide
Highly predictable annual medical costs
No referrals or in-network restrictions
Excellent for parents who travel or split time between states
Cons
Higher combined monthly premiums than typical Advantage plans
Dental, vision, and hearing require separate coverage
Underwriting may apply if switching plans in later years
Your parent enrolls in a Medicare Advantage plan that bundles A, B, usually D, and extras into one card. Premiums are often $0 above Part B, and the built-in out-of-pocket max caps their annual exposure, but they accept the plan's network and prior authorization rules.
See if you qualify for a better Medigap rate in less than 2 minutes.
Action 3: Plan the Enrollment Timing Backwards From the Birthday
Medicare timing is unforgiving. Coverage always starts on the first day of a month, and missing the initial window can trigger lifetime penalties.
The 7-month Initial Enrollment Period (IEP)
Your parent's first chance to sign up runs from 3 months before the month they turn 65 through 3 months after. If their birthday falls on the first of the month, the window shifts one month earlier.
Best practice: enroll during the first three months of the IEP. That way coverage begins on the first of the birthday month with no gap.
If your parent is still working past 65
If your parent or their spouse is still actively employed by a company with 20 or more employees, they can usually delay Part B without penalty and enroll during their 8-month Special Enrollment Period after the coverage ends. Most parents still enroll in premium-free Part A at 65.
Be careful about one thing: enrolling in Part A ends your parent's ability to contribute to a Health Savings Account. Our working past 65 guide walks through the HSA conflict, COBRA gotchas, and the SEP timeline. If your parent also has VA, TRICARE, or FEHB coverage, our Medicare coordination with other insurance guide explains how the payers stack.
New 2026 SEP to know about
For contract year 2026, CMS added a temporary Special Enrollment Period for people who enrolled in a Medicare Advantage plan based on inaccurate provider directory information in Medicare Plan Finder. If your parent discovers a doctor they were told was in-network is not, they may have a limited window to switch. Separately, parents whose plan was discontinued at year-end may qualify for a SEP running through February 28, 2026.
Action 4: Understand the Lifetime Penalties and How to Avoid Them
The most expensive mistake families make is missing an enrollment deadline. Here is what your parent risks in 2026:
Penalty
2026 Formula
Example
Part B late enrollment
10% of standard premium per full 12-month delay
2 years late = ~$40.58/month extra, permanently
Part D late enrollment
1% of $38.99 national base premium per uncovered month
24 months late = ~$9.40/month extra, permanently
COBRA Does Not Prevent the Part B Penalty
Only active employer group coverage (from your parent or a spouse's current job) protects your parent from the Part B late penalty. COBRA and retiree coverage do NOT count as creditable coverage for Part B. If your parent is retiring, coordinate the Part B start date with the last day of active employment.
Which parts are optional?
Part A: Automatic and free for most parents; almost everyone takes it.
Part B: Optional in the strict legal sense, but penalized if delayed without creditable coverage.
Part C: Fully optional; it is an alternative delivery model.
Part D: Optional, but penalized after 63 days without creditable drug coverage.
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With the four parts understood, the two pathways compared, and the timing mapped, you and your parent are ready to make the final call. Use this checklist to guide the conversation.
Lean toward Original Medicare + Medigap + Part D if your parent:
Wants to see any doctor or specialist nationwide without referrals
Travels regularly or has a second home in another state
Has a chronic condition, is scheduled for surgery, or expects heavy care
Values bundled dental, vision, hearing, and fitness extras
Is comfortable using in-network providers in their local area
Is generally healthy and prefers a pay-as-you-go copay model
One more critical point to raise with your parent: the Medigap Open Enrollment Period is a one-time 6-month window that begins when Part B starts. It is the only time your parent is guaranteed to buy any Medigap plan without medical underwriting. If your parent picks Advantage now and wants to switch to Medigap later, they may face medical underwriting. Our switching from Advantage to Medigap guide covers the trial rights and state protections that can help. For a full month-by-month cost picture, our average cost of Medicare per month breakdown lays out realistic budget scenarios.
Frequently Asked Questions
Do I need power of attorney to help my parent enroll in Medicare?
Not to help them research or apply. You can sit with your parent while they enroll online at SSA.gov, call 1-800-MEDICARE together, or attend a State Health Insurance Assistance Program (SHIP) appointment as a family. However, if you need to speak to Medicare or Social Security on your parent's behalf without them present, they will need to file an authorized representative form (SSA-1696) or provide a durable power of attorney document.
My parent lives in a different state than me. Does that change anything?
Yes, quite a bit. Medicare Advantage plans are sold by ZIP code, and the available plans, networks, and extras vary widely from county to county. Medigap premiums also vary by state, and some states offer unique consumer protections like birthday rules or year-round guaranteed issue. Always run the Plan Finder using your parent's actual ZIP code, not yours.
What if my parent has early cognitive decline and cannot make the decision alone?
Involve them as much as they are able and lean toward stability. If cognition is likely to decline further, Original Medicare with Medigap tends to be a safer long-term choice because it locks in predictable costs and does not require the annual plan review that Medicare Advantage often demands. If you hold a durable power of attorney, you can enroll on your parent's behalf. Understanding what Medicare doesn't cover will also help you plan for long-term custodial care that neither pathway pays for.
Should I enroll my parent in Part B if they still have employer coverage?
Usually not, if the employer has 20 or more employees. Your parent can delay Part B without penalty and enroll during their 8-month Special Enrollment Period after coverage ends. Most parents still enroll in premium-free Part A at 65. Just watch the HSA rule: enrolling in Part A ends your parent's ability to contribute to a Health Savings Account.
My parent already picked a plan and now regrets it. What can we do?
They have options depending on timing. During the Medicare Advantage Open Enrollment Period (January 1 to March 31, 2026), your parent can switch to a different Advantage plan or drop back to Original Medicare. Adding a Medigap policy at that point may require medical underwriting unless your parent qualifies for a trial right, a state birthday rule, or a guaranteed-issue situation. Our Advantage to Medigap switching guide covers every scenario.
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