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Investment Wisdom

Adam M. Grossman  |  Jun 27, 2026

THE INVESTMENT WORLD is full of storytellers. And while these folks might be entertaining, they generally aren’t very helpful. There’s one category of stories, however, that I do think is useful: They’re what I might call investment fables. They’re apocryphal stories that likely aren’t real. But they’re helpful nonetheless because each carries a useful lesson. Here are some of the more popular ones.
Consumer choice. In 1999, Richard Mille and a partner launched a company to make wristwatches.

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Pricing the Future

Adam M. Grossman  |  Jun 20, 2026

THE WAY INVESTORS think about the stock market may be entirely wrong.
Intuition tells us, and academic research confirms, that a company’s stock price should respond to important news and information. When a company announces a new product, for example, its stock should go up. And when results fall short of expectations, it should decline. 
But a new paper titled “The Inefficient Pricing of News” calls this idea into question. The authors found that investors respond much more slowly and inconsistently to market news than previously thought.

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The Market’s Unpredictability

Adam M. Grossman  |  Jun 13, 2026

EARLIER THIS SPRING, Emil Verner, an economist at MIT, made an observation: The stock market, he said, seemed to be exhibiting “excess tranquility.” Despite an ongoing war, inflation and other negative headlines, investors seemed surprisingly unfazed. The market was on track for its fourth year in a row of positive returns. Through May, it had gained 11%.
But no sooner did Verner make this observation that the market did begin to wobble. Last Friday,

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Deeply Rooted

Mark Crothers  |  May 23, 2026

JUNE MARKS THREE years since my mum passed from complications of vascular dementia. It was a tough couple of years, watching her mind slowly fail and her world shrink a little more with each passing month. Anyone who has cared for a loved one in the late stages of dementia will know how difficult and disjointed even the simplest conversation becomes. The loops, the confusion, the frustration of trying to redirect someone you love from a thought they can no longer find their way out of.

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Resist the Urge to Act

Mark Crothers  |  Apr 11, 2026

BEFORE WE GET into it, a brief word. We lost Jonathan last year, and those of us who followed his work felt it more than we perhaps expected.  He had a saying that I always liked – that there are really only twenty stories in personal finance, and the financial industry spends most of its time telling them on repeat in slightly different hats. He was right, of course. He usually was.
It struck me that a fitting tribute might be to take his core principles and do something with them,

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Doubt the Forecast

Adam M. Grossman  |  Mar 28, 2026

WHEN PAUL EHRLICH’S obituary appeared a few weeks ago, it came and went without much notice. But during his lifetime, he was enormously influential.
By training, Ehrlich was a biologist, but he was most well known for his 1968 book, The Population Bomb. It opened with this dire prediction: “The battle to feed all of humanity is over. In the 1970s and 1980s hundreds of millions of people will starve to death.”
In his writings and speeches over the years,

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Frugal Fitness

Edmund Marsh  |  Mar 14, 2026

AS A PHYSICAL therapist, I’ve spent a large slice of each work day teaching and encouraging patients as they exercise their way to better health. Along with other elements of treatment, each patient pays for a custom exercise program tailored for their specific problem.
These are folks looking for a way past the debilitating effects of injury or disease. Even so, many of them find it hard to follow my plea to “do your exercises”.

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The Paradox of Smart Money Decisions

Adam M. Grossman  |  Oct 25, 2025

SOME YEARS AGO, the scientist Edward Fredkin identified a quirk of human behavior.
When it comes to making decisions, Fredkin found, we tend to allocate our time inefficiently. Suppose, for example, you’re at the grocery store, looking for something basic like paper towels. In a big supermarket, there might be a dozen or more choices. The result: Because there are so many options, it can be hard to choose among them. In the absence of big differences,

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Best of Jonathan’s HumbleDollar Posts

Bogdan Sheremeta  |  Sep 27, 2025

WE LOST A brilliant mind and generous writer, Jonathan Clements, whose words guided thousands on life, finance, and happiness. Even as he faced the unimaginable, he continued sharing wisdom with clarity, humor, and humanity.
I wanted to take some time and dig into Jonathan’s earliest posts on HumbleDollar. Posts that even the most loyal readers may not have read. With that, I also summarized some main takeaways and learnings that can help us all better navigate our own complex lives.

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My favorite question.

Richard Hayman  |  Aug 6, 2025

It would be nice to hear more from HD readers who have been there and done that. And to answer the question, “Knowing what you know now, what would you have done differently?”

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Choosing Yes by Saying No

Mark Crothers  |  Aug 5, 2025

Are you definitely sure I can’t tempt you?” my friend asked for the last time as we finished our phone conversation. Once again, I replied in the negative before a few pleasant closing words and then hanging up.
Thinking back on our chat, I realized this was the fourth invitation to various activities I’ve turned down in the last few months. The invitations ranged from an opportunity to provide tax reporting services for an old friend at a decent billable rate to this most recent inquiry today to play doubles together in a badminton league come September.

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Putting Every Dollar to Work

greg_j_tomamichel  |  Aug 1, 2025

Nearing the end of our recent catch-up with our financial adviser, the general discussion turned to how we ended up where we are now.  At 59 and 51 respectively, my wife Cindy and I are in a fortunate financial position. We never set out with aims of early retirement, or a target number that we wanted to reach. And despite that, we ended up in good shape.
It got me thinking about what we did right,

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Regular HD writers, readers and commentators are just not normal- in a good way

R Quinn  |  Jul 30, 2025

Over the several years I have been writing and commenting on HD it has been made clear that the HD community includes many sophisticated investors and planners. People who use budgets, track expenses, do their best to investigate and then make financial decisions based on information they develop. They use various type of software programs and, of course, their own spreadsheets. They analyze risk and investment expenses. They like details. They think about the future. And,

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A Personal Encounter with the Psychology of Money

Mark Crothers  |  Jul 28, 2025

I’ve been in a bit of a financial funk these last three months, and I’ve finally managed to overcome my heart and listen to my head. I’m really surprised how difficult I’ve found it, especially with my business and financial background. I mean, truly difficult.
It all started when I was setting up a 10-year fixed-term annuity before retirement. I had initially decided on a purchase amount and, to fund it, liquidated some of my developed world index tracker.

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Could you be (justifiably) a source of envy by others? Are you wealthy?

R Quinn  |  Jul 19, 2025

A great deal of wrath these days seems to target the wealthy although that generally means billionaires or close to it. However, being wealthy is very relative. I suspect many HD readers are looked upon as wealthy by their peers while perhaps not feeling so themselves. I admittedly fall in that trap.
Many comments on HD by those retired indicate to me being relatively wealthy or pretty close to it. 
So, look at the data as estimated as it may be,

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