By Maurie Backman
From Kiplinger’s Personal Finance
There’s a reason many older Americans wait until 65 to retire. Medicare eligibility generally begins at age 65, and since so many people get health insurance through their jobs, waiting until then can set the stage for a less stressful transition, financially speaking.
But if you’ve saved a lot of money for retirement, you might want to wrap up your career before you become eligible for Medicare. While having to cover the cost of health insurance for many years could make a pretty large dent in your nest egg, a shorter gap might be manageable.
If you’re 64 with $4.3 million saved, you’re clearly in a strong position to retire. It’s not unreasonable to want to dip into your nest egg to pay for health insurance premiums so you can retire on the spot.
On the other hand, if you’re only 10 months from being eligible for Medicare, your wife might think it’s more prudent to keep plugging away and retire once you’re 65. That logic makes sense too.
Resolving this debate might come down to understanding your costs and recognizing the value of an earlier workforce exit.
Know What Costs You’re Looking at Before Making a Decision
The idea of having to pay for health insurance for 10 months can seem daunting. That’s why Jim Davis, certified financial planner and senior wealth adviser with Aspen Wealth Management, says it’s important to have an idea of what that cost looks like before making a decision.
“For couples with $4.3 million saved, the Medicare gap at 64 typically isn’t a financial constraint. It’s a confidence hurdle,” he says.
Davis suggests that for a couple in their mid-60s, a realistic estimate to bridge a 10-month gap is roughly $16,000 to $20,000 total.
“In our planning work, we budget $800 to $1,000 per month, per person for solid pre-Medicare coverage,” he says.
Review Your Health Coverage Options Carefully
You might be surprised (in a good way) by the different options you have for bridging your 10-month gap until Medicare becomes available, Davis says. One option you shouldn’t write off is Consolidated Omnibus Budget Reconciliation Act (COBRA).
“COBRA is often the cleanest bridge because it preserves the same plan and provider network,” he says. “Once the employer subsidy disappears, however, premiums commonly run $1,800 to $2,500 per month, sometimes more. Marketplace coverage can be more economical, particularly if taxable income is managed deliberately in that final working year.”
Phillip Battin, president and CEO of Ambassador Wealth Management, says it’s important to carefully explore all your options.
“At first glance, COBRA or private insurance may seem more affordable because ACA premiums for quality family coverage can range from $1,400 to $2,200 per month. However, many older workers considering early retirement underestimate how critical income and tax planning are in this situation.”
As Battin explains, ACA premium tax credits are based on income, not assets, which means the way your accounts are structured before retirement can significantly affect your eligibility for subsidies.
“If most of your $4.3 million is held in retirement accounts or non-income-producing assets, you may be able to qualify for ACA subsidies,” he says.
If you know you’re looking to retire ahead of Medicare eligibility and will have a 10-month gap, Battin says it’s important to do some strategic income planning. Part of that involves assessing your spending needs.
“If you expect to travel extensively or incur spending that pushes your income above subsidy thresholds, COBRA or private insurance may be the more practical option,” he says.
Recognize the Value of Retiring Sooner
There’s a clear cost to paying for health coverage for 10 months. But there’s also a huge benefit to leaving the workforce now versus 10 months from now.
“Using a conservative 4% to 5% withdrawal framework,” Davis says, “a $4.3 million portfolio can reasonably support $172,000 to $215,000 annually before tax. A $20,000 bridge represents a small fraction of one year’s sustainable spending and well under 1 percent of total assets, especially if it’s for such a defined, short window.”
Davis says that from a purely financial standpoint, retiring now and paying for 10 months of health insurance is easily doable. The question becomes whether you’re mentally ready to retire and what you have to lose by waiting.
“Ten additional months of work at 64 is 10 months of healthy, active retirement they do not get back,” he says. “When the plan already accounts for health care inflation, longevity, and contingencies, the question shifts from ‘Can we afford this?’ to ‘Are we comfortable stepping away from the safety net of employer benefits?’”
Consider a Middle-Ground Strategy
In such a situation, feeling hesitant about retirement might not just be about having to pay for health insurance. It could also boil down to not feeling ready to stop working completely.
Davis suggests exploring what he calls a “step-down retirement,” which involves transitioning to reduced hours with the same employer or taking part-time work that also includes health benefits.
“For many driven professionals, this glide path is far more manageable psychologically than going from a full career identity to fully retired overnight,” he says.
Another option might be to stagger retirement so one spouse maintains employer coverage temporarily. In this case, if it’s your wife who thinks working 10 more months is the best bet, perhaps she could continue to do so while you wrap up your career a bit sooner.
But all told, Davis says, once the cost of insurance during a bridge period is modeled within the full retirement plan, the Medicare gap tends to lose much of its emotional weight.
“The regret we hear most often is not about paying for temporary coverage,” he says. “It’s about postponing retirement longer than necessary out of fear.”
©2026 The Kiplinger Washington Editors, Inc. Distributed by Tribune Content Agency, LLC.
The views and opinions expressed are those of the authors. They are meant for general informational purposes only and should not be construed or interpreted as a recommendation or solicitation. The Epoch Times does not provide investment, tax, legal, financial planning, estate planning, or any other personal finance advice. The Epoch Times holds no liability for the accuracy or timeliness of the information provided.
