Still working at 65, spouse is 63: the math on splitting up
September 9, 2026
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Show Notes
Eddie and Betty's Conversation
Welcome back to The American Retirement Advisor. I'm Betty, and Eddie's here with me in the studio today, which I'm glad about because what we're getting into is genuinely a math problem, and he is much better at math than I am.
I appreciate the vote of confidence. And yes, today's topic is one where the numbers really do the heavy lifting, so I'm glad we're digging into it together.
So this is part two of our healthcare in retirement series, and we're working through a piece written by Ian Schaeffer, who is the COO at American Retirement Advisors. And right up front he says something I found kind of refreshing, which is that he's not an advisor, he's an engineer, and he's essentially just working the numbers on a legal pad until they made sense. I liked that framing.
It's a good way to think about what this episode is. We're not going to tell you what to do. We're going to show you how to think about the question, which is the same thing Ian Schaeffer is doing in that piece.
So let's set the scene, because he opens with a very specific situation and a lot of people listening will recognize themselves in it. You're 65, you're still working, and your spouse is 63 and on your family plan through your job. Someone at the office says, hey, you're 65 now, just go on Medicare, it's cheaper. And the question is: is it?
And the honest answer, which is exactly how Ian Schaeffer puts it, is that it depends on three things most people never check. The size of your employer, how your plan prices its different coverage tiers, and a tax return you filed a year and a half ago.
That last one stopped a lot of people who read this, I think. Something from a year and a half ago is going to affect what you pay for Medicare right now?
It can, significantly. But let's come back to that because it's its own chapter. First, let's talk about the employer size question, because there's actually a rule buried in there that matters a lot and most people have no idea it exists.
Okay, walk me through the employer size piece.
So here's the rule. If the company has 20 or more employees, your work plan is considered primary coverage. It pays first, Medicare pays second. And because of that, you are allowed to delay signing up for Part B for as long as you or your spouse keeps working there, and you will not be penalized for waiting. When the job ends, you get an eight-month window to enroll without any late penalty.
So for most people at a company of any real size, waiting is actually an option. You're not doing anything wrong by staying on the work plan past 65.
Right, and that's the thing a lot of people don't know. They assume 65 means Medicare, full stop, no exceptions. But for a lot of working people, that's just not the case. Now, if the employer has fewer than 20 employees, the picture flips. Medicare pays first, and your work plan only covers what Medicare would have covered anyway. So in that case you need Part B now or you're leaving yourself exposed.
So the very first question to ask is how many people work at your company.
That's literally number one. And once you know the answer is yes, waiting is allowed, then the real decision becomes whether it's smart. And that's where the columns come in.
Okay, Ian Schaeffer lays this out as Column A and Column B. Column A is you stay on the family plan. Column B is you move to Medicare and your spouse stays on the work plan. What does Column A look like?
Pretty simple, actually. KFF's 2025 employer survey puts the average family plan at about $26,993 a year total. The worker typically pays around $6,850 of that, so roughly $571 a month coming out of your paycheck. And that covers both of you.
Five hundred seventy-one dollars for two people. Okay, keep that number in mind. What does Column B look like?
The second scenario gets more complicated because you have to split it in two. Your side, the person who goes on Medicare, and your spouse's side, who stays on the work plan. On your side, Part B in 2026 is $202.90 a month. Then Ian Schaeffer prices out a Medicare Supplement Plan G in Maricopa County, and that runs somewhere between $131 and $526 a month at 65, depending on the plan. And a drug plan can be as little as zero dollars.
So just for the person going on Medicare, you're looking at that range of $335 to $730, before you've even figured out what happens to your spouse's coverage.
Correct. And then you have to call HR, because the spouse side is something Ian Schaeffer is very clear he cannot calculate for you. There are two questions you absolutely have to ask. First, does your plan price employee plus spouse close to the full family rate? Because if it does, dropping yourself saves almost nothing. Second, does your plan actually require the employee to be enrolled in order for a dependent to stay on at all? Because in some plans, if you leave, your spouse leaves too.
I would not have thought to ask that second question. So you could make a change thinking your spouse is still covered and find out she's not.
Exactly, and that's the kind of thing that only HR can tell you, because every employer plan is different. So before you touch anything, you call HR and you ask both of those questions.
Alright, so now let's get to the part that I know surprised a lot of people. The tax return from two years ago.
So this is IRMAA, which stands for Income-Related Monthly Adjustment Amount. The way it works is that Medicare doesn't charge everyone the same premium for Part B or for drug coverage. Higher earners pay more, and the way they determine what you earn is by looking at your tax return from two years back. So your 2026 Medicare premium is based on your 2024 income.
And if you're still working in 2024, that's probably a lot higher than what you'll have once you retire.
Which is exactly the trap. And Ian Schaeffer lays out the 2026 brackets from CMS, so let me give people those numbers because they matter. For a couple filing jointly, if your income was up to $218,000, you pay the standard $202.90 for Part B. If you were between $218,000 and $274,000, Part B is $284.10 a month, plus $14.50 added onto your drug plan. Between $274,000 and $342,000, Part B jumps to $405.80, plus $37.50 on the drug plan. Between $342,000 and $410,000, you're at $527.50, plus $60.40. Between $410,000 and $750,000, it's $649.20, plus $83.30. And above $750,000, it's $689.90 for Part B plus $91 on the drug plan.
So a couple who earned, say, $300,000 in 2024 would be in that third tier.
And Ian Schaeffer runs that exact example. If you're in that $274,000 to $342,000 bracket, you're paying $405.80 for Part B and $37.50 on top of the drug plan. That's $443.30 a month just in base premiums, before you've added a supplement. Add a mid-priced Plan G and now we're back in that same territory we talked about earlier -- $600 to $950 a month, for one person. Remember Column A was $571 for two.
So for that household, staying on the family plan is almost certainly the better financial move, at least in that first year.
And the coverage on the work plan counts as creditable coverage, so no penalty is building up in the background while you wait. You're not paying for staying. Now flip the income picture, though. A couple who came in under $218,000 in 2024 pays the standard premium, and Medicare plus a supplement can actually beat a pricey family plan pretty comfortably. That's why Ian Schaeffer says no one should answer this question from a rule of thumb. It is arithmetic, and the inputs are yours.
Which brings up something I want to make sure we don't gloss over, which is that the IRMAA surcharge is based on what you earned while you were working, but when you retire your income is going to drop. Do you just have to pay the higher rate for two years until the system catches up?
No, and this is one of those things that's genuinely worth knowing because a lot of people assume they're stuck. Social Security has a form for what they call a life-changing event, and stopping work qualifies. You can file that form and ask to have the surcharge recalculated based on your new, lower retirement income right away, without waiting for two years. Ian Schaeffer mentions that the advisors at American Retirement Advisors can help you navigate that process, and I'd say that's one of those things worth putting on the calendar the year you retire, not after.
Okay, let's talk about the HSA piece, because this is the one where I actually said out loud when I read it, 'I had no idea.' If you have a high-deductible health plan with a Health Savings Account, there's a trap waiting for you around Medicare enrollment.
The IRS rule is as straightforward as it gets, and Ian Schaeffer quotes it directly. Beginning with the first month you're enrolled in Medicare, your HSA contribution limit is zero. You cannot put money into an HSA once you're on Medicare.
Okay, that part I kind of knew. But the trap is in the next part.
Right, the trap is Part A's retroactive enrollment window. If you sign up for Medicare after 65, Part A can actually start up to six months back in time. So if you enroll in, say, October, your Part A might be deemed to have started the previous April. Any HSA contributions you made during those back-dated months are now considered excess contributions, which means taxes and a penalty on money you thought was perfectly fine to put in.
So you could be doing everything right, contributing to your HSA like you've been doing for years, and then find out retroactively that some of those contributions were over the limit.
Which is why the guidance Ian Schaeffer mentions is to stop six months before you apply for Medicare, not six months before you turn 65, six months before you apply. And he gives the 2026 contribution limits so people know what's at stake. Self-only coverage is $4,400. Family coverage is $8,750. And if you're 55 or older, you can add another $1,000 on top of that. For the year you enroll, those limits get prorated by the month.
So the practical thing to do is put the last contribution date on an actual calendar, not just kind of keep it in the back of your head.
And Schaeffer's whole point comes back to that same idea -- write it down, not on a hunch. Because this is the kind of thing where guessing costs you money.
Now let's talk about the 63-year-old spouse, because this is a piece of the picture that I think people kind of assume will work itself out, and it doesn't always.
Medicare is individual coverage. Your spouse doesn't get Medicare early just because you have it. If your spouse is 63, they have to wait until 65, full stop. So when you retire, they need a bridge.
And the options for that are the ones Ian Schaeffer talked about in part one, which are COBRA or the Marketplace. And he makes an interesting point here about how the same options can mean very different things depending on who you're applying them to.
Yes, and this is one of the more nuanced observations in the piece. In part one, COBRA was the expensive choice for the person who was just retiring and had other options. For a 63-year-old spouse with no other bridge to Medicare, it might actually be the right call. He says, same law, opposite answer, because the person changed. And that framing is important because it pushes back against the idea that there's one right answer.
So if you're the 63-year-old spouse and your partner retires and that job coverage goes away, you do get a special enrollment window on the Marketplace. But COBRA can also run up to 36 months in this situation, which might actually cover you all the way to 65.
That's what Ian Schaeffer notes, yes. Whether one option or the other is the better fit in terms of cost and coverage would really depend on that specific person's circumstances, and that's an honest question for one of the advisors at American Retirement Advisors, because the specifics of which plan makes sense would depend on income, the Marketplace options in your area, what the premiums actually are.
Which connects to the last section of Ian Schaeffer's piece, which is about what a Certified Medicare Planner does differently. And I want to linger on this for a minute because I think people sometimes hear the word planner and assume they're going to be paying for someone to tell them obvious things.
Ian Schaeffer is pretty specific about what those three questions actually are, and they're not obvious at all. First, how many employees does the employer have, because that determines whether waiting is even on the table. Second, what does HR charge for each tier of coverage, because you cannot do the column comparison without that number. Third, what did your last two tax returns say, because that tells you which IRMAA bracket you're in. And until you have all three of those answers, you genuinely don't know which column wins.
And then they're building those columns with your actual numbers, not the averages Ian Schaeffer uses to illustrate the concept.
Right, they're useful for understanding the structure of the problem. But your specific number might be very different, especially on the supplement side, which has a pretty wide range, and definitely on the IRMAA side, where the difference between brackets is hundreds of dollars a month.
He says a single meeting with someone who knows how to build those columns can routinely move the answer by several hundred dollars a month, in either direction. That number stuck with me.
That's real money. Over the course of a year that's potentially thousands going the wrong direction if you made the choice based on a rule of thumb instead of your actual situation. And the HSA piece alone, if you get the timing wrong, can cost you on money you already saved.
There's also an in-person opportunity here that I want to mention. American Retirement Advisors is hosting workshops on Friday, October 2nd. Two locations: Foothills Library in Glendale at 10:30 in the morning, and Mustang Library in Scottsdale at 2:30 in the afternoon. There's no cost to attend. You can register at 123easymedicare.com/medicare-workshop or call 877-220-1089.
And if you'd rather talk to someone directly, the number in the article is 602-281-3898. That connects you to the team at American Retirement Advisors.
I think the thing I keep taking away from Ian Schaeffer's piece, both parts of it, is how much the right answer depends on things that feel like details but really aren't. The number of people at your employer. The exact tier pricing on your HR plan. Two years of tax returns. Your spouse's age. Whether your plan is tied to an HSA. Any one of those can flip the math.
And the reason people get it wrong is usually not that they're not smart or not paying attention. It's that they're asking the general question instead of their question. They're going off what a coworker said or a general article they read somewhere, and the coworker's situation is different from theirs in one of those key dimensions and the answer just doesn't transfer.
Which is what Ian Schaeffer is really arguing for with all that column-building. Not a formula that works for everyone, but a way of building the right formula for you.
And the advisors at American Retirement Advisors do that work with your numbers, not averages. That's the value of that conversation.
So if you're approaching 65 and still working, or you have a spouse who's younger and you're trying to figure out how retirement changes the coverage picture, the next step is a real conversation with someone who can run those numbers for your situation specifically. Not a guess, not a rule of thumb, not what your neighbor did. Your numbers.
And call HR before that conversation. Get the tier pricing. Know how many employees your company has. Pull up those last two tax returns. Go into the meeting with the raw material, and the advisor can do the rest.
That is really good advice for a Tuesday morning. Or whatever morning you're listening to this. Thank you all for spending this time with us. This stuff matters, and you're doing the right thing by paying attention to it. If you want to sit down with someone who can help you do exactly what we were talking about earlier, plug in your own numbers and make it personal to your life, reach out to the team at American Retirement Advisors. The workshop details are at 123easymedicare.com/medicare-workshop, and you can always call 877-220-1089 to register or to set up a time to talk. Take good care of yourselves.