Disability and Healthcare Planning | by Jules Buxbaum | Sunday, March 02, 2025
Medicare enrollment can feel daunting if you’re balancing other retirement decisions. Many first-time enrollees are overwhelmed by coverage options, timing rules, and cost details, especially when factoring in broader financing needs.
For older adults seeking to manage healthcare expenses, a valuable way to start is understanding local healthcare costs in retirement. In this guide, you’ll discover the core parts of Medicare, key enrollment windows, and strategies for handling bills that might surprise you down the road.
Medicare is a federal health insurance program primarily for those 65 or older, but certain individuals under 65 qualify with a recognized disability or condition. You must be a U.S. citizen or permanent resident for at least five continuous years.
Many people automatically receive Parts A and B if they’ve been getting Social Security benefits. Others apply through the Social Security Administration, filling out an online form or calling the main helpline.
Medicare does not typically enroll everyone automatically. Knowing your enrollment period is crucial. Missing the right window can bring late fees and gaps in coverage.
The Initial Enrollment Period (IEP) is your first chance to enroll. It’s seven months long, beginning three months before your 65th birthday, includes that month, and extends three months after. If you miss it, the General Enrollment Period runs January 1 to March 31 each year, but delays in coverage can occur.
During Special Enrollment Periods, individuals can sign up without penalties if they lost employer or other creditable coverage. According to the Centers for Medicare & Medicaid Services (CMS), late Part B enrollment often leads to a 10% premium hike for every year you delay it.
Medicare is divided into distinct parts, each covering different aspects of healthcare. Part A (hospital) handles inpatient stays, skilled nursing facilities, hospice, and limited home care.
Part B (medical) supports doctor visits, preventive checkups, outpatient services, and some medical supplies. You pay a monthly premium plus annual deductible.
Part C—also called Medicare Advantage—bundles A and B through private insurance companies. It often incorporates Part D (drug coverage) and may add bonus services, such as dental or vision.
Part D (prescription drug plans) is offered by third-party insurers approved by Medicare to subsidize medication costs. Plans vary in premiums, deductibles, and formularies, so comparing them annually is wise.
Some beneficiaries supplement Original Medicare with Medigap (Medicare Supplement Insurance) for out-of-pocket expenses. Each plan is standardized, labeled A through N, and can help pay deductibles or coinsurance amounts that traditional Medicare leaves out.
Costs include premiums, deductibles, copays, or coinsurance, and vary by plan type. For most individuals with 40 or more work credits, Part A has no premium.
Part B has a standard monthly premium, set at $164.90 in 2023, and an annual deductible of $226. After paying the Part B deductible, you often pay 20% of Medicare-approved amounts for covered services.
Medicare Advantage (Part C) can have an extra premium, though some plans offer $0 premiums. Each Part C plan sets its cost-sharing structure, but an important benefit is having an out-of-pocket cap.
Part D prescription plans feature monthly premiums, and in 2023, the maximum deductible is $505. After that, you’re responsible for copays or coinsurance, though plan benefits and formularies often vary widely.
Statistically, Medicare spending reached roughly $829.5 billion in 2020, according to official CMS data. With enrollment projected to exceed 63 million beneficiaries, advanced planning prevents unexpected bills and reduces financial pressure.
Those getting Social Security benefits before 65 are often enrolled in Part A and Part B automatically. If not, you can sign up online, call 1-800-MEDICARE, or visit a Social Security office.
Once enrolled, your red, white, and blue Medicare card arrives in the mail. Keep track of your Initial Enrollment Period. Delaying enrollment without existing employer coverage could trigger penalties and postpone your start date.
Consider whether Original Medicare plus a Part D plan suits your lifestyle. If you prefer an all-in-one option and do not mind provider networks, Medicare Advantage might be more fitting.
Finally, check if Medigap makes sense for you, noting that you can only purchase it if you still have Original Medicare. Medigap helps offset out-of-pocket costs like deductibles and coinsurance.
Monthly premiums are only part of the picture. Part A hospital care has a deductible per benefit period—$1,600 in 2023—and coinsurance applies if you have extended hospital stays.
Outpatient services under Part B demand 20% coinsurance once you meet the deductible. For specialists or frequent procedures, these amounts add up quickly.
Medicare Advantage can help cap spending via an annual out-of-pocket maximum. However, provider networks and possible referrals for specialists must be considered.
Pay attention to late enrollment fees. Part D has a penalty of 1% of the national base beneficiary premium times the number of full months you went without creditable coverage.
For additional guidance, you might review how individual states handle coverage for retirees. A broader look at plans is available in our resource on how Medicaid works in NY, NC, and FL. While Medicaid differs from Medicare, comparing them can offer clarity.
Financial planning for retirement involves more than choosing the right healthcare strategy. Some people select a suboptimal plan or forget to review coverage options annually—both can waste money.
Another misstep is neglecting state-specific tax breaks that could offset premiums or reduce overall income tax burdens. If you’re curious about potential tax benefits, see our insights on comparative tax perks in different states.
For a broader review of retirement oversights, check out these common mistakes people make in planning. Being aware of them while choosing Medicare coverage can help preserve more of your savings.
Medicare choices are a major aspect of retirement security. Yet many people require a bigger blueprint to see how healthcare costs interact with investments and potential earnings.
Our firm, 2Pi Financial, advocates for blending your coverage decisions with a strategy that accounts for future income streams and your tolerance for risk. Academic research points to a persistent Equity Risk Premium (ERP), supporting higher long-term returns in stocks than fixed income securities.
While standard advice suggests cutting equity exposure with age, we favor evaluating whether your future earnings or wealth—and not just your birthdate—should guide portfolio risk. Some can handle more volatile allocations, especially if they expect income from consulting or other ventures.
You can see how this approach applies to your real-world data by using our 2Pi Financial Planning Engine. Input your details, tweak your retirement assumptions, and monitor how your portfolio might last over time.
The tool provides a probability-based analysis of withdrawal rates, optimizing allocations to match your unique profile. This goes well beyond target-date funds, which typically reduce equity automatically as your birthday approaches.
For individuals lacking massive wealth, harnessing more exposed but historically higher-performing assets—like equities—can create a stronger safety net. By incorporating healthcare considerations into your overall plan, you take a critical step toward balancing costs with potential growth.
Choosing the right timing and coverage for Medicare can help prevent needless fees, maximize benefits, and better match your retirement requirements. It’s a key part of forming a resilient financial path for life after 65.
To explore ways you can tie these healthcare decisions into a more rewarding retirement, read about selecting an ideal retirement age based on your savings and personal goals. Your enrollment strategy should harmonize with the broader effort to protect your well-being and finances for the decades ahead.
1. Centers for Medicare & Medicaid Services. (2023). “Get Started with Medicare.” Available at: https://www.medicare.gov/basics/get-started-with-medicare
2. Social Security Administration. (2023). “Sign Up for Medicare.” Available at: https://www.ssa.gov/pubs/EN-05-10043.pdf
3. Medicare.gov. (2023). “Parts of Medicare.” Available at: https://www.medicare.gov/basics/get-started-with-medicare/medicare-basics/parts-of-medicare
4. Better Medicare Alliance. (2025). “Responds to CMS 2025 Medicare Advantage Premiums and Enrollment Projections.” Available at: https://bettermedicarealliance.org/news/better-medicare-alliance-responds-to-cms-2025-medicare-advantage-premiums-and-enrollment-projections/
5. Kaiser Family Foundation. (2024). “Medicare Advantage 2025 Spotlight.” Available at: https://www.kff.org/medicare/issue-brief/medicare-advantage-2025-spotlight-a-first-look-at-plan-offerings/