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Adam M. Grossman

Adam M. Grossman

Adam is the founder of Mayport, a fixed-fee wealth management firm. He advocates an evidence-based approach to personal finance. Adam has written more than 400 articles for HumbleDollar.

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How Deals Hurt Returns

Adam M. Grossman  |  Apr 4, 2026

THERE’S BEEN DRAMA recently in a normally quiet corner of the market.
This story got its start back in 2015, when Warren Buffett helped to merge food makers Kraft and Heinz. At first, it looked like a smart idea. Through cost-cutting, the combined company was expected to save more than $1 billion in annual operating expenses.
“This is my kind of transaction,” Buffett said at the time, “uniting two world-class organizations and delivering shareholder value.

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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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AI, Bubbles, and Markets

Adam M. Grossman  |  Mar 21, 2026

IN AN INTERVIEW a little while back, the technology investor Peter Thiel drew an uncomfortable comparison. Today’s frenzy around artificial intelligence, he said, parallels the tech stock bubble of the 1990s. To illustrate his point, Thiel pointed to Amazon.
By any measure, it’s been an extraordinary success. But, Thiel points out, it hasn’t been a straight line. At one point early on, Amazon shares lost more than 90% of their value.
“My suspicion is that that’s roughly where we are in AI.

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Economic Trends

Adam M. Grossman  |  Mar 14, 2026

LAST WEEK THE government released its monthly employment figures for February. The results weren’t great. Payrolls declined, and unemployment ticked up. These numbers square with other downbeat data, including a recent uptick in bankruptcy filings.
Another worry: Oil prices have been rising, a result of the conflict in the Middle East. That’s a concern because it could lead to a reacceleration of inflation. It could also dampen consumer spending because higher gas prices act like a tax on consumers,

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Tax Smart Retirement

Adam M. Grossman  |  Mar 7, 2026

A POPULAR JOKE about retirement is that it can be hard work. That’s because financial planning is like a jigsaw puzzle, and retirement often means rearranging the pieces.
In the past, I’ve discussed two key pieces of that puzzle: how to determine a sustainable portfolio withdrawal rate and how to decide on an effective asset allocation. But there’s one more piece of the puzzle to contend with: taxes. Especially if you’re planning to retire on the earlier side,

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Managing Investment Risk

Adam M. Grossman  |  Feb 28, 2026

BEFORE ITS FAILURE in 2008, Lehman Brothers had been one of the most prominent investment firms in the United States. After 158 years in business, what caused it to collapse so suddenly? In a word: complexity.
Lehman had been involved in the securitization of mortgages, a process that resulted in taking something relatively simple—a home mortgage—and turning it into something much more complicated, thus obscuring its true risk level. That was the proximate cause for the firm’s failure.

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Endowment Lessons

Adam M. Grossman  |  Feb 21, 2026

LAST YEAR, an unusual story made the news: The University of Chicago was reportedly looking to sell an entity known as the Center for Research in Security Prices (CRSP). The story came and went quietly, but it’s worth pausing to understand it.
CRSP’s origins date back to the 1960s. Its initial goal was to build a database of historical stock prices. This is harder than it might seem. Before trading was computerized, stock prices were maintained on paper.

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Sell America

Adam M. Grossman  |  Feb 14, 2026

OVER THE PAST YEAR, a new term has entered the lexicon: “Sell America.” The idea is that investors are losing confidence in the U.S. economy due to persistent deficits and concerns about other policy choices. Owing to these fears, some investors are pulling money out of U.S. stocks and reallocating to international markets. Others are opting for gold and silver. The result: In 2025, for the first time in a long time, international stocks demonstrably outpaced domestic equities,

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Perfect Portfolio

Adam M. Grossman  |  Feb 7, 2026

WHAT’S THE BEST way to manage your investments?
A new book titled Your Perfect Portfolio helps answer this question. I spoke this week with the author, Cullen Roche.
Adam Grossman: The title is Your Perfect Portfolio with an emphasis on your
Cullen Roche: I was very intentional about saying “your perfect portfolio” because everyone’s different, everyone’s unique. So I wrote this book with the intent of studying lots of different strategies and styles.

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Misleading Indicator

Adam M. Grossman  |  Jan 31, 2026

LISTEN TO THE financial news, and you’ll often hear reference to “the VIX.” But what exactly is the VIX, and how important is it?
The VIX index is intended to be a measure of investor sentiment. For that reason, it’s often referred to as the market’s “fear gauge.” How can investor sentiment be measured? While the math is complex, it’s based on a straightforward principle: When investors get nervous, they look for ways to protect their portfolios and are sometimes even willing to pay for that protection.

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Financial Happiness

Adam M. Grossman  |  Jan 24, 2026

ACCORDING TO THE World Happiness Report, Finland ranks as the happiest nation in the world, a title it’s held for eight years in a row.
Each time this report is updated, it makes the news for a day or two but then fades. That’s for good reason, I think. As much as Finland might be a nice place, it isn’t necessarily practical to suggest that anyone pick up and move.
The good news, though,

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China Market Risk

Adam M. Grossman  |  Jan 17, 2026

IN THE EARLY 1950S, journalist Walter Winchell popularized the term “frienemies” when he used it to describe the fraying relationship between the United States and the Soviet Union. Today, we’re seeing a similar dynamic in our relationship with China. This makes it an important topic for investors. 
Not long ago, the relationship between the U.S. and China was strong and mutually beneficial. Over the past 25 years, trade between the two countries has multiplied.

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Gold Isn’t Special

Adam M. Grossman  |  Jan 10, 2026

WHAT WAS THE road to outstanding investment performance in 2025? For the first time in a long time, it wasn’t Apple, Amazon or Nvidia. It was gold. Delivering its best performance in 45 years, gold rose nearly 65%. Despite these impressive gains, however, I still don’t see gold as a great investment. 
Why not?
The most fundamental problem, in my view, is that gold lacks intrinsic value. Unlike traditional investments such as stocks, bonds and real estate,

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2026 Financial Plan

Adam M. Grossman  |  Jan 3, 2026

LOOKING TO UPDATE your financial plan for 2026? Below are ten strategies you might consider:
Gaining control
January is a good time to audit your investments. I’d start with this very basic step: If you have accounts at multiple brokerage firms, see if you can consolidate them. This won’t necessarily lead to better investment results, but if you have fewer accounts, it’ll be easier to monitor and to manage them. This might not seem like an important exercise,

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Money Moments

Adam M. Grossman  |  Dec 27, 2025

IN THE WORLD of personal finance, some topics are serious—and others less so. Since it’s the holiday season, it seems appropriate to look back at some of the year’s less weighty stories.
Early delivery. The year started off on a positive note for an Alabama couple. Sha’Nya Bennett was in labor and on her way to the hospital when a snow squall rolled in, forcing her to pull over. The expecting mom ended up delivering in her car,

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