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SpaceX IPO: Is Margin Optional?

Mark Gardner  |  Jun 4, 2026

Judging by all the buzz on social media—and the emails from the youngsters in my family—the SpaceX IPO appears to be the first investment in history with no downside.
The case seems straightforward:

Near-monopoly space launch provider.
Starlink.
Defense contracts in a tense world where every military is arming itself to the hilt.
AI somehow.
Mars.

Like flag pins and patriotic hats, accepting SpaceX’s invitation to participate in the IPO appears to be an American civic duty.

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The Ping

Mark Crothers  |  Jun 4, 2026

Over the years, Suzie and I have approached clothing from fundamentally different financial philosophies. The clearest indicator lives in our walk-in dressing room: 36 feet of hanging rails for her, approximately four feet for me. We also share two 12-drawer dressers. Four of those drawers are mine. I’m told this is generous.
Then there is one of three spare bedrooms, currently serving less as a guest room and more as a textile archive, complete with vacuum-packed clothing.

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Don’t Quantify the Qualitative

Andrew Clements  |  Jun 3, 2026

There are people who pass through our lives briefly, yet leave marks that time never erases. I briefly mentioned him in last week’s article, but his story deserves its own telling.
He was a teacher named Richard Hunter, though to nearly everyone at Bryanston School in Dorset, England, he was simply known as “Bunty.”
I arrived at boarding school at the age of ten. To some boys it may have been an adventure, but for others,

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Shopping carts again…but not what you think

R Quinn  |  Jun 2, 2026

I have written before that I could look at your grocery cart and find money to save and invest. Some people thought I was joking, but I’m not. My point isn’t about groceries, it’s really about finding money to save and invest, even small amounts over time. Groceries are just one example. I suppose I am promoting a bit of frugality and financial discipline in very modest ways. 
Initially my conclusion about groceries was based on many hours of observation,

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Setting the Hook, Reeling In the Fish

Dan Smith  |  Jun 2, 2026

“The window to make advantaged Roth IRA conversions closes in 2028” was the hook my friend Sherry got from the salesman at the free steak dinner. Scheduling an appointment with him was Sherry being reeled in.  Sherry asked if I would go with her to a meeting with the guy to discuss the proposal.
The  first thing I had to do was figure out what an “advantaged Roth conversion” even was. Feel free to correct me if I am wrong,

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Due Diligence: A Cautionary Tale of Astronomical Planning and Geographical Oversight

Mark Crothers  |  Jun 1, 2026

I like to think of myself as a decent planner, and when I spend money I like to make sure I’m getting value. Both qualities were very much on display last August when I booked a trip to Valencia, Spain, to witness a total solar eclipse.
The planning had started years earlier. Solar eclipses are predictable to the minute centuries in advance, and I’d known about the Spanish eclipse long before it was on anyone else’s radar.

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Peter Cancro from age 14 to 69 covered in oil and vinegar

R Quinn  |  May 31, 2026

Do you know Peter Cancro? Peter is 69 years old and someone to be admired, someone who started out very ordinary and in one transaction became a new US billionaire, around $4.9 billion netted from selling his business. 
I greatly admire such people, I wish I was as ambitious, a risk taker and committed to success. Sure he had help along the way, notably his high school football coach who was also a banker, but he started this journey at age 14 and took the big risk at age 17. 

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Money and Me

Adam M. Grossman  |  May 30, 2026

JONATHAN CLEMENTS’S final book was released this week. Titled Money and Me, it traces the arc of Jonathan’s nearly four-decade career as a personal finance columnist.
Money and Me starts with the story of a man named George Cope, who was a nineteenth century tobacco baron. At the time of his death in 1888, Cope was one of Britain’s richest men. But within just two generations, his fortune was gone.

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The Humbling Side of Aging

Dennis Friedman  |  May 30, 2026

WHEN I STARTED writing for HumbleDollar, Jonathan gave me some simple but important advice: “Don’t brag about your financial situation. You want readers to like you.” Perhaps that’s one of the reasons he named his financial site HumbleDollar.
I try to follow this advice not only regarding money, but in other aspects of my life. I know how fleeting things can be—especially when it comes to health. Life can change on a dime. It can humble you.

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Moving is Expensive!

DrLefty  |  May 29, 2026

We have now emerged from the hellish phase of moving and are settling into our new home. Our condo sale closed on Tuesday, all the money went where it was supposed to go, and our first new mortgage payment is due on Monday.
I have found it quite amazing/shocking how many expenses there have been over the last few weeks for both ends of the transaction. I’m not talking about the obvious (buying the house and paying sales commissions).

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The Quiet Failure of Good Advice

Javier Escobar  |  May 29, 2026

A couple of year after retiring from a career in translation and the organization of international conferences, I enrolled in a graduate program for Financial Planners at Rice University and subsequently passed the CFP exam. I didn’t intend to go back to work, and I haven’t. What motivated me was an interest in learning how to manage my own finances better. In the process, I gained an appreciation for financial planning as a profession and would consider it seriously if I were starting out again.

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The World’s Least Useful Financial Adviser

Mark Crothers  |  May 29, 2026

Back in mid-January I decided I owned too much of too few things. The big American tech names had crept up to take an uncomfortable slice of everything I held, and with being recently retired, that started to feel less like a strong portfolio and more like a bit of a risk. So I trimmed some of it back.
A portion of what came off went into an Asia Pacific fund, ex-Japan. The valuations looked decent,

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Farrell Behavior

D.J.  |  May 28, 2026

The 2008 financial crisis and the Great Recession were unsettling. People lost jobs, homes, and a good chunk of their nest eggs. The S&P 500 saw an almost 40% drop in 2008 alone.
The 24-hour news cycle and social media offered up plenty of data, advice, and stories of sheer panic. And the messengers we listened to likely affected our reaction to the market’s decline—as well as our longer-term financial prospects.
I started thinking about how the likes of John Bogle and Jonathan Clements helped me develop a thick skin for market gyrations and the things we can’t control.

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The Boy Who Tried Hard: A Reflection

Andrew Clements  |  May 27, 2026

At ten years old, my twin brother and I stood in a dark hallway trying not to cry.
The suitcases had already been taken from the car. Around us stood other families saying goodbye to children far too young to understand why they were being left behind. Then suddenly it was our turn.
Two frightened boys clinging to their mother, tears streaming down our faces as we watched home disappear behind us.
“An ominous dark hallway,


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Don’t Kick The Can Down The Road

Mark Crothers  |  May 27, 2026

I’ll be honest — I’m a little worried.
A few months ago, in a moment of weakness, I agreed to run a 10k road race. That’s 6.25 miles, for those of you who’ve never had cause to think in kilometres. The problem? Although I’m retired and theoretically swimming in free time, I’ve somehow managed to be too busy to train properly. I’ve done a few 5k fun runs, my comfort zone distance, and told myself that was close enough.

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