Medicare 101: Understanding Your Choices and What You Pay
September 30, 2026By Amanda Stilwell
What you pay for Medicare isn’t just about healthcare—your retirement income decisions can affect your costs, too.
For many people approaching retirement, Medicare feels like a milestone: turn 65, enroll and check healthcare off the retirement planning list.
If only it were that simple.
Medicare comes with decisions about coverage, prescriptions, doctors, premiums and out-of-pocket expenses. What many retirees don’t realize is that some of the financial decisions they make in retirement can also affect what they pay for Medicare.
Understanding those connections can help you anticipate healthcare expenses and make Medicare part of your overall retirement strategy—not a separate decision.
1. Understand Your Medicare Coverage Choices
One of the biggest decisions you’ll face is how you want to receive your Medicare coverage.
You may choose Original Medicare and potentially add a Medicare Supplement policy and separate prescription drug coverage, or you may choose a Medicare Advantage plan.
These options can differ in important ways, including:
- Monthly premiums
- Provider networks and access to doctors
- Prescription drug coverage
- Deductibles, copays and coinsurance
- Potential out-of-pocket costs
- Coverage when traveling
Don’t make the decision based solely on which option appears less expensive today. Consider the doctors you want to see, medications you take, where you spend your time and how your healthcare needs could change.
You can compare Medicare coverage options and plans at:
https://www.medicare.gov/plan-compare/
2. Understand Why Your Medicare Costs May Be Different
Have you ever wondered why someone you know seems to pay less for Medicare than you do?
Two retirees who appear to have similar circumstances may not necessarily pay the same amount.
For higher-income beneficiaries, Medicare Part B and Part D costs can include an Income-Related Monthly Adjustment Amount, commonly called IRMAA. This additional amount is based on income reported on your federal tax return.(Example, your 2026 Part B and D premiums are based on your 2024 Modified Adjusted Gross Income)(Example, your 2026 Part B and D premiums are based on your 2024 Modified Adjusted Gross Income)
That’s where Medicare and retirement income planning start to overlap.
Learn more about Medicare costs and income-related adjustments at:
https://www.ssa.gov/medicare/
3. Know How Retirement Income Decisions Can Affect Medicare
You’ve spent decades contributing to an IRA or 401(k). Once you retire, you begin shifting from accumulating those savings to taking distributions.
How and when you take money out matters.
Certain financial moves can increase your income in a given year, including:
- Taking larger distributions from traditional retirement accounts
- Completing Roth conversions
- Realizing investment gains
- Receiving other taxable retirement income
Depending on your individual circumstances, higher income may also affect what you pay for Medicare.
That doesn’t mean you should avoid an IRA withdrawal or Roth conversion. It means those decisions shouldn’t be made in isolation.
Your tax strategy, investment strategy, retirement income strategy and healthcare strategy can affect one another.
4. Know What to Do If Your Income Drops
Retirement itself can create another Medicare surprise.
You may leave your career and experience a significant drop in income, yet your Medicare premium may still reflect income from an earlier period.
Under certain circumstances, individuals may be able to ask Social Security to reconsider an income-related Medicare adjustment following a qualifying life-changing event, including a loss of income-producing work.
If you’re paying an income-related surcharge after your financial circumstances have changed, don’t simply assume there’s nothing you can do.
Learn more about requesting a lower IRMAA at:
https://www.ssa.gov/medicare/lower-irmaa
5. Ask the Right Questions Before You Enroll
Whether you’re approaching age 65 or already enrolled in Medicare, take time to understand what you’re paying for and how your coverage fits into your retirement plan.
Start with these questions:
- Do I understand what my Medicare coverage includes?
- Are my preferred doctors included in my plan?
- Are my prescriptions covered?
- What could I potentially pay out of pocket?
- Do I understand why I’m paying my current Medicare premium?
- Could financial decisions I’m making today affect future Medicare costs?
The answers may influence more than your healthcare choices. They can also affect how you manage your retirement income.
The Bottom Line
Medicare shouldn’t be viewed separately from the rest of your retirement plan.
Healthcare costs, retirement income, taxes and investment decisions can intersect in ways many people don’t anticipate. A decision that makes sense from a tax or investment perspective may have another consequence when Medicare costs are considered.
Your hard-earned savings have a purpose. Taking time to understand your Medicare choices, what you’re paying and what’s driving those costs can help you make more informed decisions and better prepare for the retirement you’ve worked to build.
If you’re unsure how Medicare fits into your broader retirement strategy, consider talking with a financial professional who can help you look at the complete picture. At Clarity Financial Solutions, we believe understanding your options is the first step toward making confident decisions about what’s ahead.
About Amanda Stilwell
Amanda Stilwell is the Founder and Financial Advisor of Clarity Financial Solutions, where she helps individuals and families navigate retirement planning with a focus on healthcare, income and long-term financial confidence. Drawing from her early career in home health and hospice care, Amanda brings a unique perspective to retirement planning, understanding firsthand the impact unexpected healthcare events can have on families without a clear plan in place.
With more than a decade of experience, she specializes in Medicare planning, retirement income strategies, Social Security maximization, portfolio management and long-term-care protection. Known for her thoughtful, education-first approach, Amanda is passionate about helping clients make informed decisions that reflect their unique goals and priorities while preparing for the future with greater confidence and peace of mind.






