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8 Tips to Stop Worrying About Running Out of Money in Retirement

Retirement Starts Today

Release Date: 02/23/2026

"New" Rules around 401K Catch-Up Contributions

Retirement Starts Today

A rule changed on January first that takes the tax deduction away from catch-up contributions for a lot of people who are still working. We'll run through all the 2026 numbers and talk about whether it's still worth doing. In our Listener Question segment, a fellow in Connecticut is worried that the low-income window he's been counting on for Roth conversions may never show up, because his wife is a high earner four years younger than he is. He's come up with a clever workaround. And to close out the show we hear from a retired HR Manager. After building a successful career, he found a...

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Retirement Starts Today

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Retirement Starts Today

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Retirement Starts Today

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Retirement Starts Today

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Retirement Starts Today

The fear of running out of money in retirement turns out to be mostly backwards. For super-savers, the data says the opposite usually happens. A piece from Danielle Labotka at Morningstar makes the case that for a lot of retirees: Being too cautious with your spending is actually the bigger risk.  In our listener question segment: Anonymous wants to give money to her kids with warm hands, not cold. How much you can safely give today without putting your own retirement at risk? And then we'll wrap up with our Retire To Something segment: Dabbling in a little of everything. Resources: ...

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Retirement Starts Today

Every year, thousands of retirees pay an extra penalty to the IRS — and almost none of them see it coming. What catches them off guard isn’t a penalty for owing too much. You can do everything right — claim Social Security at the right age, run picture-perfect Roth conversions, manage your withdrawals down to the dollar — and still get a letter from the IRS charging you extra. I reworked a framework from an article by Sheryl Rowling at Morningstar into four clean, completely legal ways to avoid getting tax penalties. After that, we’ve got a listener question: A retiree writes in and...

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The IRA Decision That Affects Your Kids show art The IRA Decision That Affects Your Kids

Retirement Starts Today

There's a decision your surviving spouse is going to make about your IRA, after you're already gone, that can either cut short or stretch out how long your kids get to keep that money growing — and most people don't even realize the choice is being made. We're going to zero in on one option in particular, one that sounds a little crazy on its face: turning down an inheritance on purpose.  In our Listener Question segment: A listener wrote in about a family farm, a couple of brothers he'd rather not be in business with, and whether saying "no thank you" to his own share is the way to...

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Retirement Starts Today

You've heard it said a hundred times: Spend the money, make the memories, don't die with regret.  However, for certain kinds of retirees, dying as the richest person in the graveyard isn't a tragedy at all. The comfort of simply having the money can be worth more than anything you'd ever buy with it.   Today, we begin with an article, The Many Utilities of Retirement, which talks about RPIG (the Richest Person In the Graveyard) versus FORO (the Fear of Running Out of money). It's an interesting look at the juxtaposition. After that, a question - listener that calls himself the...

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More Episodes

Sheryl Rowling from Morningstar argues that the greatest danger in retirement isn’t the stock market — it’s the constant fear of running out of money.

We will walk through her eight "anchors" from the article posted on Morningstar.

Anchor 1: Confirm Your Sustainable Spending Level
Anchor 2: Embrace Flexibility in Down Markets
Anchor 3: Recognize That Spending Often Declines With Age
Anchor 4: Create a Recession Buffer
Anchor 5: Reduce Future Tax Uncertainty
Anchor 6: Maximize Guaranteed Income
Anchor 7: Protect Against Long-Term Care Costs
Anchor 8: View Home Equity as a Backstop

For our listener question: I’ve said before that accumulation is the easy part - and distribution is harder. But Kevin wrote in to say "wait a second… don’t prices move around when you’re buying or selling? So what’s the real difference?" We’re going to unpack why dollar-cost averaging on the way in is not the same thing as sequence risk on the way out — and why that distinction matters once you’re living off the portfolio.

And to wrap up the show, we’ll hear from Bernie about how he is blending service & fun for an even better retirement. 

Resource:

Article by Sheryl Rowling in Morningstar: 8 Tips to Stop Worrying About Running Out of Money in Retirement

 

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