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Open Questions

Adam M. Grossman  |  Jul 4, 2026

AS WE CELEBRATE 250 years since the Declaration of Independence, I’m reminded of an expression that’s popular in the investment world: “This time is different.”
The phrase dates to a 1993 publication titled “16 Rules for Investment Success,” authored by the veteran investment manager Sir John Templeton. Rule number 11 included the following admonition: “The investor who says, ‘This time is different,’ when in fact it’s virtually a repeat of an earlier situation, has uttered among the four most costly words in the annals of investing.”
Templeton’s message,

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Navigating a Turbulent Career

Richard Connor  |  Apr 18, 2026

A RECENT article by Adam Grossman relayed an interesting story of the 2015 merger of Kraft and Heinz.  One of the aspects that made this merger unique was the involvement of Warren Buffet. Adam’s story is a cautionary tale for investors – research shows that, more often than not, the hoped-for corporate synergies and growth are elusive. The story provides more evidence for the benefits of indexing to investors.
There is, however, another side to this story that is very important to an individual’s personal financial life.

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The Jevons Paradox

Adam M. Grossman  |  Jun 28, 2025

IN A RECENT INTERVIEW, Dario Amodei, CEO of Anthropic, a leader in artificial intelligence, grabbed headlines. Amodei argued that the next generation of AI systems could replace half of entry-level jobs and drive up the unemployment rate to 20%. All of this could occur in the next five years, he said.
Recent data seem to support these glum predictions. Mark Zuckerberg said AI will be as capable as a mid-level programmer by the end of this year.

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Asking the Editor

Adam M. Grossman  |  Mar 8, 2025

NINE MONTHS AGO, Jonathan Clements shared with readers that he’d been diagnosed with an incurable form of cancer. It was devastating news, especially for longtime readers, many of whom regard Jonathan not only as a journalist but also a friend. I count myself among them, so I was grateful that Jonathan agreed to sit for an interview to share more about his background, his early years and his current thinking. 
You’ve joked that,

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The Hard Way

David Gartland  |  Oct 29, 2024

I RECENTLY MENTIONED to my wife’s cousin that I’m taking required minimum distributions from my IRA. He won’t have to—because he doesn’t have an IRA. Instead, he keeps his car trunk full of cash.
He’s in the car business. He buys and fixes cars, all out of his mother’s two-car garage. He keeps cash to buy used cars at rock-bottom prices. People are willing to sell a car cheaper if they can get the cash immediately.

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What’s Your Talent?

David Gartland  |  Aug 13, 2024

IN THE BIBLE, YOU’LL find the parable of the talents. Talents were a form of money. The story goes that, before a master left on a trip, he entrusted money to three servants. Two of the three doubled his money, and are praised for the intelligent way they handled the master’s money. The third worker simply buried the money, so it wouldn’t lose value. The master criticizes the third worker for being lazy, and takes the money away from him.

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Clumsy With People

Edmund Marsh  |  Jul 11, 2024

SOME PEOPLE ARE BORN clumsy. Tools never seem to fit their hands. Their hammer finds a thumb more often than a nail. For them, running looks and feels like an ungainly, uphill battle—even on level ground.
I don’t claim to be physically gifted. But my clumsiness shows up in a different way. I have a notable social deficiency: I’m naturally clumsy with people. Why is this important? It defined the first quarter-century of my life,

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The Apprentice

Andy Clarke  |  Jun 29, 2024

WE MET IN THE GALLEY, the cafeteria in Vanguard Group’s nautical lexicon. Jack Bogle shook my hand. My pulse raced.
I’d learned about Vanguard’s founder while working at Morningstar. I’d read about him in Jonathan Clements’s Wall Street Journal columns. And I’d devoured his first book, Bogle on Mutual Funds.
“Where’d you go to college?” he asked. “Good board scores?”
We sat down, tucked into our meals—some sort of industrial casserole for me,

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Raise Your Voice

Jonathan Clements  |  Jun 22, 2024

OVER THE PAST SEVEN years, HumbleDollar has become my professional life’s passion. Cancer means I have maybe another year in me—and then it’ll be up to you. My hope: The site will have a life beyond me.
On the site’s homepage, just below the latest articles, you’ll find a new feature dubbed Forum. Will HumbleDollar have a lively future, rather than fading into a dusty collection of old articles? That all depends on whether readers and writers embrace the Forum,

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Summer School

Steve Abramowitz  |  Jun 13, 2024

RETURNING TO NEW YORK for the summer was out of the question. It was spring of my freshman year, and I wasn’t about to acquiesce to my parents’ wishes, not after the whirlwind of college life that included an introduction to pot and dating non-Jewish girls from small Midwestern towns. I didn’t give much thought to what I’d actually do. Maybe meeting girls taking summer school in The Grill or driving all the way to Miami and party,

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Rolling Right Along

Jeff Bond  |  Jun 4, 2024

I BEGAN MY CAREER as a part-time employee for an engineering consulting firm. At the time, I was working on my master’s degree in mechanical engineering. I shifted to full-time when I’d wrapped up my coursework but before completing my research and oral defense.
Over the next four years, I finished that degree and passed the national exam to become a registered professional engineer. I also got married, and bought a dog, a second car and a house.

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Buying Freedom

Jonathan Clements  |  Jun 1, 2024

IF 20-SOMETHINGS ASK me for financial advice, I suggest getting a job right out of college and saving like crazy, so they quickly get themselves on the fast track to financial freedom.
If 60-somethings ask me for advice, I advocate a phased retirement, seeking part-time work in their initial retirement years and, if they enjoy it, perhaps keeping it up into their 70s.
Yeah, I know, I sound like a real killjoy. My advice raises an obvious question: Is there ever a time when we should cut ourselves some slack and not have a job?

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Man vs. Machine

Jonathan Clements  |  May 25, 2024

COULD HUMBLEDOLLAR be replaced by a website chock-full of articles created using artificial intelligence? The short answer: It would be remarkably easy—and I fear readers wouldn’t object, especially if they didn’t know how the articles were generated.
To show what’s possible, I requested eight personal-finance articles from three freely available artificial intelligence (AI) tools, ChatGPT, Google’s Gemini and Microsoft’s Copilot. The first of those articles is published today, with the other seven appearing over the next four days.

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Count Me Out

Dana Ferris  |  May 10, 2024

MY ALL-TIME FAVORITE movie is the Coen brothers’ 2000 classic, O Brother, Where Art Thou? At one point, Holly Hunter’s character, Penelope, declares, “I’ve said my piece and I’ve counted to three.” Her estranged husband, played by George Clooney, understood from long experience that once she had “counted to three,” her mind couldn’t be changed.
Last summer, I wrote an article that explored the decisions my husband and I are working through about our retirement date and location.

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Extra Innings

Ken Cutler  |  Apr 23, 2024

IN MY EARLY 50s, when retirement began looking like a viable option, I started thinking seriously about what my life might look like after I stopped working as an engineer at a nearby nuclear power plant. Earlier in my career, I’d imagined living off my pension and not working at all. But by my 50s, I wasn’t so sure. I felt retirement could be a time to explore other work opportunities.
My favorite hardware store is less than a mile from my house.

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