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Early retirees and health care
Key takeaways
- Early retirees may face significant health care coverage gaps before they’re eligible for Medicare; addressing these gaps is crucial for maintaining financial security
- COBRA allows retirees to temporarily continue their workplace coverage but it may be expensive, so it’s important to compare it with other options
- Health savings accounts (HSAs) can provide a tax-advantaged way to cover medical costs
- Private insurance from the Health Care Marketplace or part-time jobs with benefits can help fill coverage gaps
- Annuities can offer a source of steady income to manage health care expenses
Retiring early is a dream for many — and an unexpected reality for some. According to the Employee Benefit Research Institute (EBRI), half of retirees say they retired earlier than expected. Regardless of intent, the median age at which Americans retire is 62.1 Retiring early can leave a potentially significant gap in health care coverage before Medicare eligibility begins at age 65.
As your clients approach retirement, helping them plan for health care costs is just as important as helping them plan for their overall retirement income. Without Medicare coverage in place, unexpected medical expenses can take a significant bite out of savings. By exploring different strategies to bridge the health care gap, you can help your clients feel more confident about maintaining their financial security until Medicare starts. These strategies may help your clients bridge that gap.
1. Look into coverage through COBRA.
COBRA, or the Consolidated Omnibus Budget Reconciliation Act, allows individuals to temporarily continue their employer-sponsored health insurance after they retire. This coverage is available for up to 18 months (and can be extended to 36 months in some cases). While it covers the same health services your client had access to while working, it also comes with higher costs. Typically, retirees pay the entire premium themselves, plus a small administrative fee (whereas while they were working, their employer probably paid the majority of the premium).
Though COBRA is often more expensive than what people pay as employees, it can still be a convenient way to bridge the gap until Medicare coverage begins. Retirees don’t have to change doctors or deal with a new insurance plan, which simplifies things during the transition into retirement.
That said, it’s important to compare the cost of COBRA with other coverage options, such as plans through the Health Insurance Marketplace, to ensure the most cost-effective choice.
Action item:
Encourage early retirement clients to review their COBRA eligibility and costs with their former employer’s benefits department. Then work with them to weigh the pros and cons of sticking with their current plan versus exploring other coverage options.
2. Use money saved in a health savings account (HSA).
For clients who contributed to an HSA during their working years, that account could be a valuable resource to help them cover health care expenses before Medicare. HSAs offer a triple tax advantage — contributions are tax-deductible, earnings grow tax-free and withdrawals for qualified medical expenses are also tax-free. This makes them one of the most efficient tools for managing health care costs in retirement.
HSA funds can be used for a wide range of qualified expenses, including doctor visits, prescription medications and even long-term care premiums. Unlike flexible spending accounts (FSAs), HSAs have no “use-it-or-lose-it” rule, meaning any unspent funds roll over each year and remain available even after retirement.
Action item:
Suggest that your clients review their HSA balances and eligible expenses. Create a personalized health care cost assessment to help estimate how much of a client's income may go toward health care once they retire. Then consult with them on how and when to use any HSA funds for maximum tax efficiency.
3. Find a part-time job that offers health care benefits.
One way to bridge the gap in health care coverage before Medicare is to take a part-time job that offers health insurance benefits. Many employers offer health coverage to part-time employees. This option not only helps retirees manage health care costs but also gives them an opportunity to stay active and supplement their retirement income.
Additionally, as of 2025, individuals can earn up to $23,400 per year during retirement without impacting their Social Security benefits. If retirement earnings exceed this limit, benefits may be reduced — but your clients can recoup those amounts once they reach full retirement age.
Action item:
Advise your clients to research part-time opportunities in their area that offer
health care benefits. Help them factor in how much income they can earn while still
collecting Social Security.
4. Purchase private health insurance.
If COBRA or a part-time job with benefits isn’t available, purchasing private health insurance is another option to cover health care expenses until Medicare kicks in. The Health Insurance Marketplace, created under the Affordable Care Act (ACA), offers a variety of plans that cater to different budgets and health needs. Depending on each client’s income level, they might even qualify for a subsidy to help lower their monthly premium.
One key advantage of purchasing private insurance is the flexibility to choose a plan that best fits each person’s medical needs. Coverage can be chosen based on factors like deductibles, co-pays and provider networks. However, private insurance can be expensive, so it’s important to shop around and compare costs carefully, especially for those who have ongoing medical needs.
5. Consider annuity options.
Annuities can be a useful tool for generating income to help cover health care expenses before Medicare. With certain annuities, clients can ensure a steady stream of income that can help them bridge the gap during their retirement years. There are several types of annuities that can meet different needs:
- Single-premium immediate annuity (SPIA): With a SPIA, clients make a one-time payment and begin receiving income right away. This can be a good way to match health care expenses with a reliable source of income.
- Deferred income annuity (DIA): A DIA works similarly to a SPIA, but instead of starting payments immediately, clients can defer them to a future date — perfect for covering expenses in the years leading up to Medicare.
- Fixed indexed annuity (FIA): An FIA offers the potential for growth by linking to a market index while providing protection against market losses. Clients can also add an income rider for guaranteed income, which may help to fund health care costs for the long term. This rider allows clients to withdraw a certain amount of income each year. It can also be a valuable way to make sure they have a stable income source to cover health care costs without worrying about outliving their savings.
Action item:
Review annuity options with your clients. Annuities are complex, so it’s important
to help them understand how each type works and what income guarantees each
offers to help meet their health care needs.
Plan ahead to protect retirement
Retiring early is a complex decision that requires careful planning and consideration. You can provide the expertise and personalized guidance necessary to address your clients’ concerns and help ensure a smooth transition into retirement.
Why not use Social Security benefits?
Having a strategy to cover health care costs before Medicare is crucial. Without one, you might feel pressured to file for Social Security benefits early just to pay for medical expenses. However, filing for Social Security benefits early reduces your monthly benefit. The longer you can delay filing, the higher your Social Security payments may be over time.
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[1] 34th Annual Retirement Confidence Survey," EBRI and Greenwald Research (January 2024).
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