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Motley Fool Hidden Gems Investing

Two Retirement Experts Discuss How They’ll Decide When to Retire

Motley Fool Hidden Gems Investing

The Motley Fool

Investing, Business

4.33.1K Ratings

🗓️ 31 January 2026

⏱️ 23 minutes

🧾️ Download transcript

Summary

After saving for retirement for decades, you’ll eventually get to a point when you realize you actually could soon retire. Robert Brokamp speaks with Fool contributor Dan Caplinger, both of whom are near retirement age, about how they’re approaching the decision of when to call it a career.Also in this episode:-December saw the highest number of home contract cancellations in several years-Home prices declined in November, a slowdown from the heady post-pandemic days of skyrocketing prices-A Bankrate study found that 75% of homes on the market are unaffordable to the median-income American household-Our favorite retirement calculatorsHost: Robert BrokampGuest: Dan CaplingerEngineer: Bart Shannon Disclosure: Advertisements are sponsored content and provided for informational purposes only. The Motley Fool and its affiliates (collectively, “TMF”) do not endorse, recommend, or verify the accuracy or completeness of the statements made within advertisements. TMF is not involved in the offer, sale, or solicitation of any securities advertised herein and makes no representations regarding the suitability, or risks associated with any investment opportunity presented. Investors should conduct their own due diligence and consult with legal, tax, and financial advisors before making any investment decisions. TMF assumes no responsibility for any losses or damages arising from this advertisement. We’re committed to transparency: All personal opinions in advertisements from Fools are their own. The product advertised in this episode was loaned to TMF and was returned after a test period or the product advertised in this episode was purchased by TMF. Advertiser has paid for the sponsorship of this episode. Learn more about your ad choices. Visit ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠megaphone.fm/adchoices Learn more about your ad choices. Visit megaphone.fm/adchoices

Transcript

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0:00.0

How to decide when to retire and updates from the housing market.

0:08.3

You're listening to the Saturday Personal Finance edition of Motleypool Money.

0:15.5

I'm Robert Brok, but this week I speak with Motleypool contributor Dan Kaplanier about how we're each determining when we can retire.

0:24.8

But first, here's some news items from last week, and they all have to do with housing.

0:29.3

First up, Redfin announced that more than 40,000 home purchase agreements were canceled in December.

0:34.7

That represents 16.3% of all homes that went under contract the highest

0:39.2

percentage of monthly cancellation since Redfin began tracking the metric in 2017. One reason could be

0:46.0

that home buyers are becoming more cautious amidst economic anxiety. After all, the Michigan Consumer

0:51.6

Sentiment Index is near its lowest level in 50 years, though it has ticked up a bit in recent months.

0:57.6

But another reason is that inventory has risen, giving potential home buyers more choices.

1:02.7

According to Chen Zhao, head of economic research at Redfin, quote,

1:06.7

home sellers outnumber buyers by a record margin, meaning the buyers who are in the market have

1:11.8

options and may walk away if they believe they can find a better or more affordable home.

1:17.5

End of quote.

1:19.0

This rise in inventory has weighed on prices, which brings us to our second item.

1:22.8

Last week, it was announced that the S&K Schiller Home Price Index declined 0.1% in November and grew just 1.4%

1:30.4

year over year. That's a slowdown from what we've seen in recent years. Home prices are up more

1:34.7

than 50% since the pandemic, including double-digit gains in 2020 and 2021. Such strong price growth

1:41.4

over the past several years may have you wondering how real estate compares

1:44.7

to the stock market, while a recent article from the Bespoke Investment Group took a look and found

1:49.5

that the 20-year return of the S&P K Schiller Index is actually just 3.1% per year on average.

1:56.5

That's about what long-term treasuries have returned over the same period, and much less than the

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