Dear Wealth Wise: “I’m 63 and my husband is 62. We currently have employer private insurance. Do I have to choose Medicare when I turn 65, or can I defer until he turns 65? Upon turning 65, I’m eligible for TRICARE For Life [for veterans]. I want to discontinue private insurance once I become eligible for Medicare, but that would leave my spouse without coverage. What are our options?”
— One Year Closer to 65
Dear One Year Closer to 65: You’ve asked a great question; many Americans struggle with healthcare decisions in their early 60s and even after Medicare kicks in at 65. You have the added complexity of being a veteran.
In fact, this question was so challenging that we interviewed multiple experts in retirement planning and federal benefits. Even if you’re not a veteran, you’ll find good information here on how to approach healthcare as a couple in your 60s.
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What is TRICARE for Life (TFL)?
If you served in the military, you may be entitled to certain benefits long after your service ended. That includes health coverage through TRICARE For Life (TFL).
TFL acts as a secondary payer to Medicare, thereby limiting your out-of-pocket costs once you turn 65. But enrolling in Medicare and TFL can be tricky when you and your spouse aren’t the same age.
If you’re a year older than your spouse, you’re eligible for Medicare and TFL sooner. But if you’re the one whose employer provides coverage under a workplace plan, dumping that plan at 65 could leave your spouse scrambling for health care coverage.
That’s the situation we have here. And while it may seem complex at first, it may be more manageable than you’d think.
The crucial Medicare rule for veterans
When you turn 65, you officially become eligible for Medicare. While standard rules allow some working beyond 65 to delay enrollment, the strategy is different for military retirees.
Once you turn 65, you’re eligible to sign up for Medicare. But that doesn’t mean you have to, says Brandon Hill, senior advisor at Beckett Financial Group.
“You could maintain your employer’s private insurance at age 65 and beyond, assuming you’re still working then,” says Hill. (Note that if your employer has less than 20 employees, you will be required to enroll in Medicare Part B as your primary coverage.) “There is nothing that says you have to enroll in Medicare or TRICARE For Life at age 65 if you have creditable coverage elsewhere, such as an employer plan.”
While delaying Medicare is perfectly legal under a large employer plan, doing so will completely freeze your veteran benefits. TRICARE For Life strictly requires active enrollment in both Medicare Parts A and B.
If you want to enroll in TFL, you also have to enroll in Medicare Parts A and B and pay the Part B premium, Hill says, which may happen automatically if you don’t actively say no to that coverage.
“If you are already drawing your Social Security retirement benefits prior to age 65, then the Social Security Administration will automatically enroll you in Original Medicare, which is Part A and Part B, at age 65,” Hill explains. He adds that the Part B premium in 2026 is $202.90 per month.
Your husband still has options if you drop your workplace plan
Dropping your workplace plan at 65 may make sense from a financial perspective. But that doesn’t mean your husband will be out of options.
The solution for military families.
The best option for your husband’s healthcare bridge to Medicare at 65 is likely a TRICARE Select or Prime plan, says Julie Mesaros, a federal benefits expert at Federal Solutions Support.
“Gaining eligibility for Medicare Part A is itself a qualifying life event for your husband,” Mesaros says. “If you decide to drop your employer health plan, once you’re covered by Medicare and TFL, that loss of coverage would also generally be considered a qualifying life event. That may allow your husband to enroll in another available TRICARE option, such as TRICARE Prime or TRICARE Select, if he’s eligible. Either event would open a 90-day window.”
Mesaros explains that from there, once your husband turns 65, he can enroll in Medicare Parts A and B and he’ll transition to TFL as well.
For non-military families.
For civilians who don’t have access to TRICARE, Nick Punzio, Wealth Advisor at VestGen Wealth Partners, says that once you drop your employer-sponsored plan, there are several ways to bridge your husband’s coverage gap.
“Some employers allow a spouse to remain on the plan even if the employee transitions to Medicare,” Punzio says. However, he cautions, policies vary, so you’ll need to check with your benefits department to see if you can do that.
Another option worth looking into is COBRA, says Punzio.
“This option lets your spouse temporarily keep the same coverage, usually for up to 18 to 36 months, though at a higher cost,” he explains.
There are also Affordable Care Act Marketplace plans you can look into.
“Individual policies may be more affordable than expected, especially if your household qualifies for subsidies,” Punzio says, though it’s more difficult to qualify for marketplace subsidies in 2026.
You can get TRICARE while retaining your existing coverage
If you are on the fence about dropping your workplace plan entirely, there is a third path: keeping both. You might assume that you need to give up your workplace plan to enroll in TFL. But Hill says that’s not necessarily the case.
“You can have both TRICARE For Life and employer coverage simultaneously,” he insists. And it could be worth doing so to keep your spouse on your workplace plan until he’s 65.
“In that situation, the employer plan would be the primary payer on claims, Medicare would pay second, and TRICARE would pay last,” Hill explains.
Either way, Punzio says, you’re doing the right thing by thinking about this now.
“Planning ahead ensures both partners maintain continuous, affordable coverage during the transition years before both are eligible for Medicare,” he says.
How TRICARE For Life and Medicare work together
The relationship between Medicare and TFL can be complicated. The one thing Mesaros emphasizes is that TFL doesn’t replace Medicare. It works with it.
“Medicare pays first, and TFL generally picks up many of the remaining eligible costs, which is one reason many retirees find the combination to be very comprehensive coverage,” she says.
Mesaros also explains that a common mistake people make is treating Medicare and TRICARE as unrelated decisions.
“In reality, the timing must be coordinated because employer coverage changes can trigger a qualifying life event, and TRICARE eligibility at Medicare age depends on having both Part A and Part B. Dropping the private employer plan does not leave your husband uncovered, provided he enrolls in an available TRICARE option.”
Mesaros also says that there’s nothing wrong with having two different coverage arrangements within the same household.
“You may be covered by Medicare and TFL, while your husband may be covered by TRICARE Prime or TRICARE Select. That is completely normal,” she explains.
Finally, Mesaros says, before initiating any moves, it’s important to confirm your benefits.
“Before making any changes, I’d suggest confirming your specific situation with TRICARE and DEERS and comparing the cost of keeping your current employer coverage versus moving your husband to a TRICARE plan until he reaches age 65. That’s likely where the biggest planning decision will be,” she says.