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The markets give—and inflation, taxes and investment costs take away. But where does that leave you?

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Living On Autopilot

"Gee Mark, this is dangerously close to a rant. 😁 However, I share your view 100%. It comes under the category - “what are they thinking?” And it is more the norm than exception. People are their own worst enemy more often than not. Many times it’s themselves they hurt, but sometimes it’s family and other people. Over here we are in a find someone or something to scapegoat mode - the poor, the wealthy, immigrants, “they” or “them”, take your choice, when what people should be doing is looking in the mirror."
- R Quinn
Read more »

Starting Up

"Wow, thanks Andrew for a powerful reflection. I've been incredibly fortunate to have a solid, stable family life. But with the benefit of hindsight, I definitely put more time and effort into my work than I should have."
- greg_j_tomamichel
Read more »

Dickie and his magic beans

"Haven’t heard about instant coffee in years, last time I had instant was in Europe somewhere. I remember when I was growing up that’s all my father drank. The word Sanka comes to mind."
- R Quinn
Read more »

Sundry Memories of Mom

"Thanks for sharing your mom’s story. An impressive woman."
- Nick Politakis
Read more »

Investing Fundamentals: A Simple Guide for Beginners

"Nick, Young or old there are many people who don’t have a clue. I’m helping a neighbor who is 67, and newly retired. He was on auto pilot with his company plan and his government pension. He is one of the fortunate few who will be OK."
- W.D. Housley
Read more »

Saving for Grandchildren

OUR FIRST GRANDCHILD recently arrived, which naturally has us thinking about the smartest ways to build a strong financial foundation for her future. In 2019, I wrote Take a Break, which outlined saving strategies on behalf of children. Since then, the landscape has changed with the introduction of Trump accounts and Roth-conversion pathways for 529 accounts.  Families have four tax-advantaged savings approaches on behalf of young children plus the Roth IRA option once the child has earned income – 529 education savings account, a Uniform Gift to Minor (UGM) custodial account, a Coverdell account, and the new Trump account. Each option offers a different mix of tax benefits, contribution requirements and withdrawal rules. 529 Accounts Pros
  • Tax-free growth when used for qualified education expenses
  • High gift-tax contribution limits: $19K per contributor per year (indexed)
  • New ability to convert up to $35K into a Roth IRA for the beneficiary
Cons
  • Relatively complex with penalties and taxes on non-qualified withdrawals
  • Limited, state-approved investment options
  • Risk of underutilization if the child does not pursue qualifying education
Caveats
  • Technology and AI could significantly reduce education’s cost structure in the future
  • Roth conversions are capped at $35K lifetime
  • The 529 must be open 15 years, and contributions must age 5 years before conversion
  • Conversions require the beneficiary to have earned income (i.e. they could Roth anyway)
  • Annual Roth contribution limits still apply (e.g., $7.5K in 2026), so completing the full $35K conversion would take five years
UGM Custodial Accounts Pros
  • Brokerage account where up to $2.7K of unearned income can be tax-free each year
  • High gift-tax contribution limits: $19K per contributor per year (indexed)
  • Broad investment flexibility — stocks, bonds, funds, etc.
  • Few restrictions on how funds may be used for the child’s benefit
  • Potential for low taxes on capital gains, but subject to marginal “kiddie tax” at parent’s rates until tax-independency or age 24 
Cons
  • Higher income or capital gains could trigger the kiddie tax at the parents’ marginal rate
  • Assets count as the child’s for financial-aid purposes
Caveats
  • Custodians have some ability to spend down the account for legitimate child expenses if the child is a wild-child in the later teen years
Coverdell Accounts Pros
  • Tax-free growth for qualified education expenses
  • More flexible investment choices than most 529 plans
Cons
  • Low contribution limit: $2K per year plus income limits restrict who can contribute
  • Essentially irrelevant today given the expanded options within 529 plans
Trump Accounts Pros
  • $1K government seed deposit for children born 2025–2028
  • Contribution limit of $5K per year in 2026, indexed to inflation
  • Parent employers may contribute up to $2.5K per year (also indexed)
  • Tax-deferred growth with Roth-conversion opportunities beginning at age 18
  • No earned-income requirement for Roth conversions 
  • Roth conversions are ideal in low-income years starting after age 18 once the child has transitioned to tax-independency of parents or at age 24 when “kiddie taxation” ends. Early tax independence could even be a combined Roth plus student financial-aid strategy
  • Potential to convert large account values over several years at relatively low tax rates (potentially marginal 10-12% tax-rates, but averaging less due to the standard deduction).
Cons
  • Investment options limited to low-cost indexed stock funds (not necessarily a drawback)
  • Penalty-free withdrawals must wait until age 59½, but the accounts could be advantageous even including penalties
  • Limited custodian control and intervention possibilities if the teen is a wild-child
Caveats
  • If Roth conversions are not undertaken during the child’s low-income years, a UGMA invested to capture long-term capital gains tax-rates may outperform a Trump Account taxed at ordinary income tax-rates
  • Watch this space as future adjustments or eligibility changes are possible
  In effect, the 529 is a two-decade college savings program having some complexity and withdrawal limitations; the UGM is a reasonably flexible, 18-30-year college or house downpayment savings program; and the Trump account is a somewhat inflexible, sixty-year retirement accelerator   Resulting Playbook Here is our family’s intended playbook for tax-advantaged accounts in the grandchild's name:
  • Parents’ retirement account fundings remain their top priority - 401K’s at a minimum up to the match, HSAs with their triple tax advantages, and Roths as long as eligible within income limits.
  • A Trump account has already been initiated to secure the free $1K government seed contribution – grows to potentially $2.6K at age 18 after penalties and taxes.
  • Limited 529 funding has also been initiated to start the 15-year clock for potential later Roth conversions. 
  • The family’s next priority is to fund the Trump account which starts at $5K later this year. Maximizing the Roth conversion opportunity will require ~$116K of contributions (at 3% inflation) over 18 years which we grandparents intend to help fund. I estimate the Roth converted Trump account could grow to ~$2 million of tax-free money at age 60 (6% growth) assuming early-age Roth conversions, and the Wall Street Journal projects as much as $3 million (link likely paywalled).
  • The subsequent priorities are to start UGM taxable account and 529 account contributions in parallel to perhaps initial levels of about $35K each. This may take our family some years depending upon available resources for contributions.
For the UGM account, a balance of $35K should capture a sizeable chunk of the annual $2.7K tax-free income limit by investing in high-yield income alternatives. For the 529 account, $35K aligns with the Roth conversion limit. On a personal note, we had extremely positive UGM outcomes with our children. We saved taxes for two decades, and each child used the ~$60K balance as down payments on their first house shortly after college. Due to the 529’s withdrawal rigidities and potential technology impacts, we are unlikely to fund the 529 to the max. 
  • We will skip Coverdells as the alternatives offer ample savings opportunity in the child’s name ($200K+). 
  • Depending upon spare resources available for gifting, we can always reassess future contributions. 
That’s our plan, and we’re sticking to it…. until something changes.    John Yeigh is an author, coach and youth sports advocate. His book “Win the Youth Sports Game” was published in 2021. John retired in 2017 from the oil industry, where he negotiated financial details for multi-billion-dollar international projects. Check out his earlier articles.  
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New Face, old scam

"My wife is an amateur artist and sells her paintings on her web site and Facebook. She gets contacted by scammers with similar pitches. One wanted to license one of her paintings to supposedly use the image on commercial products. My wife has a boilerplate licensing agreement she sent out and never heard anything more. The internet has made it possible for every criminal in the world to try to steal your money."
- Howard Schwartz
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Wall Street Trap

IN THE INVESTMENT world, May 1st is a notable day. It was on May 1, 1975 that the Securities and Exchange Commission deregulated the brokerage industry. For the 183 years prior to that, trading commissions on the New York Stock Exchange had been fixed at uniformly high rates. But when deregulation arrived, competition got going. That’s when discount brokers like Charles Schwab got rolling, and over time, May Day, as it’s now referred to, has delivered enormous savings to consumers. More than 50 years later, though, Wall Street still operates in ways that are often at odds with consumer interests. As an individual investor, what are the obstacles to be aware of? At the top of the list is Wall Street’s fixation with individual stocks. For almost 100 years, the data has been clear that stock-picking is counterproductive. Probably the first to uncover this was a fellow named Alfred Cowles. Cowles came from a wealthy family and wondered whether the investment advice his family had been receiving was worthwhile. He set about answering that question and in 1933, published a paper titled “Can Stock Market Forecasters Forecast?” Cowles’s conclusion: They can’t. More recently, research by finance professors Brad Barber and Terrance Odean came to a similar conclusion. The title of their most well known paper is self-explanatory: “Trading Is Hazardous to Your Wealth.”  Along the same lines, Standard & Poor’s regularly examines actively-managed mutual funds to see how many are able to outperform the overall market. The most recent finding: Over the past 10 years, fewer than 15% of funds benchmarked to the S&P 500 managed to beat the index. Research by Jeff Ptak at Morningstar has found that the more active a fund is, the worse it performs. So-called tactical funds, which shift among different asset classes in response to economic forecasts have, in Ptak’s words, “incinerated” shareholder dollars. This data is fairly well known. The problem, though, is that trading activity generates revenue for the brokerage industry, so it has an interest in keeping investors engaged with the market. That’s why brokerage analysts are on TV every day, offering their forecasts for individual stocks, for the overall market and for the broader economy. To be sure, this makes for interesting television. The problem, though, is that it’s been shown to carry almost no value. According to research by Joachim Klement, the accuracy of Wall Street prognosticators is approximately zero. Why are they so poor at forecasting? For starters, there’s the simple fact that no one has a crystal ball. No one can know what a company—or its competitors—will do a month or a year from now, and how that will translate into stock price gains or losses. Sociologist Ezra Zuckerman Sivan uncovered a more subtle explanation. In research published after the technology selloff in 2000, Sivan found that Wall Street analysts are constrained by two obstacles. The first is that they’re dependent on access to companies’ management teams to help in their research. For that reason, it’s in their interest to maintain positive relationships with the companies that they follow. Investment banks that take a positive view on a company may also be rewarded with profitable mergers or acquisitions work when the need arises. Those factors bias stock recommendations overwhelmingly in the direction of “buy” ratings. Another reason analysts tend to avoid negative comments about the companies they cover: Sivan found that there is a community effect that tends to form among the analysts assigned to a given company, and thus an incentive develops to not “rock the boat” in saying anything too critical. People generally want to get along, and that results in a sort of self-censorship. This research is well understood, and yet Wall Street continues to generate forecasts day after day, year after year. Why? There are two explanations, I believe. The first is that it’s entertaining. I’ll be the first to acknowledge that index funds aren’t terribly interesting to talk about. It’s far more interesting to talk about smartphones or AI and the companies behind them. That makes Wall Street analysts invaluable to the media, who need to fill airtime.  And as long as they’re granted that airtime, forecasters are of great value to the brokerage industry. Since trading activity is profitable for Wall Street, it’s in brokers’ interest to generate continued interest in stocks. That brings in commission dollars for brokers. And even though commissions have shrunk in recent years, brokers benefit in other ways from active trading, including the “bid-ask spread” on each trade. That’s the difference between what buyers pay and what sellers receive, and though these spreads are tiny, they add up for the brokers who collect them. For good reason, then, Wall Street continues to promote stock-picking. At the same time, the investment industry is always busy developing new funds. In the first half of last year, for example, fund companies rolled out more than 640 new funds. Among them: funds that hold single stocks with varying degrees of leverage and other seemingly unnecessary new formulations. The result: There are now many more funds than there are stocks trading on U.S. exchanges.  Many of these new funds follow ever more esoteric strategies. They’re often opaque. And almost invariably, they carry higher fees. In a 2011 study titled “The Dark Side of Financial Innovation,” finance professor Brian Henderson and a colleague looked at one popular category of fund known as a structured product. Their conclusion: These funds were overpriced to the point that their expected return was actually a bit below zero. How were they able to market such an inferior product? Henderson’s hypothesis was that the fund companies designed them to be intentionally as complex as possible in order to exploit individual investors. The bottom line: To a great degree, Wall Street is upside down. But as an individual investor, you don’t have to be. My rule of thumb: In building a portfolio, investors should do more or less the opposite of what Wall Street recommends. That, I believe, is a reliable formula for success.   Adam M. Grossman is the founder of Mayport, a fixed-fee wealth management firm. Sign up for Adam's Daily Ideas email, follow him on X @AdamMGrossman and check out his earlier articles.
Read more »

Living On Autopilot

"Gee Mark, this is dangerously close to a rant. 😁 However, I share your view 100%. It comes under the category - “what are they thinking?” And it is more the norm than exception. People are their own worst enemy more often than not. Many times it’s themselves they hurt, but sometimes it’s family and other people. Over here we are in a find someone or something to scapegoat mode - the poor, the wealthy, immigrants, “they” or “them”, take your choice, when what people should be doing is looking in the mirror."
- R Quinn
Read more »

Starting Up

"Wow, thanks Andrew for a powerful reflection. I've been incredibly fortunate to have a solid, stable family life. But with the benefit of hindsight, I definitely put more time and effort into my work than I should have."
- greg_j_tomamichel
Read more »

Dickie and his magic beans

"Haven’t heard about instant coffee in years, last time I had instant was in Europe somewhere. I remember when I was growing up that’s all my father drank. The word Sanka comes to mind."
- R Quinn
Read more »

Sundry Memories of Mom

"Thanks for sharing your mom’s story. An impressive woman."
- Nick Politakis
Read more »

Investing Fundamentals: A Simple Guide for Beginners

"Nick, Young or old there are many people who don’t have a clue. I’m helping a neighbor who is 67, and newly retired. He was on auto pilot with his company plan and his government pension. He is one of the fortunate few who will be OK."
- W.D. Housley
Read more »

Saving for Grandchildren

OUR FIRST GRANDCHILD recently arrived, which naturally has us thinking about the smartest ways to build a strong financial foundation for her future. In 2019, I wrote Take a Break, which outlined saving strategies on behalf of children. Since then, the landscape has changed with the introduction of Trump accounts and Roth-conversion pathways for 529 accounts.  Families have four tax-advantaged savings approaches on behalf of young children plus the Roth IRA option once the child has earned income – 529 education savings account, a Uniform Gift to Minor (UGM) custodial account, a Coverdell account, and the new Trump account. Each option offers a different mix of tax benefits, contribution requirements and withdrawal rules. 529 Accounts Pros
  • Tax-free growth when used for qualified education expenses
  • High gift-tax contribution limits: $19K per contributor per year (indexed)
  • New ability to convert up to $35K into a Roth IRA for the beneficiary
Cons
  • Relatively complex with penalties and taxes on non-qualified withdrawals
  • Limited, state-approved investment options
  • Risk of underutilization if the child does not pursue qualifying education
Caveats
  • Technology and AI could significantly reduce education’s cost structure in the future
  • Roth conversions are capped at $35K lifetime
  • The 529 must be open 15 years, and contributions must age 5 years before conversion
  • Conversions require the beneficiary to have earned income (i.e. they could Roth anyway)
  • Annual Roth contribution limits still apply (e.g., $7.5K in 2026), so completing the full $35K conversion would take five years
UGM Custodial Accounts Pros
  • Brokerage account where up to $2.7K of unearned income can be tax-free each year
  • High gift-tax contribution limits: $19K per contributor per year (indexed)
  • Broad investment flexibility — stocks, bonds, funds, etc.
  • Few restrictions on how funds may be used for the child’s benefit
  • Potential for low taxes on capital gains, but subject to marginal “kiddie tax” at parent’s rates until tax-independency or age 24 
Cons
  • Higher income or capital gains could trigger the kiddie tax at the parents’ marginal rate
  • Assets count as the child’s for financial-aid purposes
Caveats
  • Custodians have some ability to spend down the account for legitimate child expenses if the child is a wild-child in the later teen years
Coverdell Accounts Pros
  • Tax-free growth for qualified education expenses
  • More flexible investment choices than most 529 plans
Cons
  • Low contribution limit: $2K per year plus income limits restrict who can contribute
  • Essentially irrelevant today given the expanded options within 529 plans
Trump Accounts Pros
  • $1K government seed deposit for children born 2025–2028
  • Contribution limit of $5K per year in 2026, indexed to inflation
  • Parent employers may contribute up to $2.5K per year (also indexed)
  • Tax-deferred growth with Roth-conversion opportunities beginning at age 18
  • No earned-income requirement for Roth conversions 
  • Roth conversions are ideal in low-income years starting after age 18 once the child has transitioned to tax-independency of parents or at age 24 when “kiddie taxation” ends. Early tax independence could even be a combined Roth plus student financial-aid strategy
  • Potential to convert large account values over several years at relatively low tax rates (potentially marginal 10-12% tax-rates, but averaging less due to the standard deduction).
Cons
  • Investment options limited to low-cost indexed stock funds (not necessarily a drawback)
  • Penalty-free withdrawals must wait until age 59½, but the accounts could be advantageous even including penalties
  • Limited custodian control and intervention possibilities if the teen is a wild-child
Caveats
  • If Roth conversions are not undertaken during the child’s low-income years, a UGMA invested to capture long-term capital gains tax-rates may outperform a Trump Account taxed at ordinary income tax-rates
  • Watch this space as future adjustments or eligibility changes are possible
  In effect, the 529 is a two-decade college savings program having some complexity and withdrawal limitations; the UGM is a reasonably flexible, 18-30-year college or house downpayment savings program; and the Trump account is a somewhat inflexible, sixty-year retirement accelerator   Resulting Playbook Here is our family’s intended playbook for tax-advantaged accounts in the grandchild's name:
  • Parents’ retirement account fundings remain their top priority - 401K’s at a minimum up to the match, HSAs with their triple tax advantages, and Roths as long as eligible within income limits.
  • A Trump account has already been initiated to secure the free $1K government seed contribution – grows to potentially $2.6K at age 18 after penalties and taxes.
  • Limited 529 funding has also been initiated to start the 15-year clock for potential later Roth conversions. 
  • The family’s next priority is to fund the Trump account which starts at $5K later this year. Maximizing the Roth conversion opportunity will require ~$116K of contributions (at 3% inflation) over 18 years which we grandparents intend to help fund. I estimate the Roth converted Trump account could grow to ~$2 million of tax-free money at age 60 (6% growth) assuming early-age Roth conversions, and the Wall Street Journal projects as much as $3 million (link likely paywalled).
  • The subsequent priorities are to start UGM taxable account and 529 account contributions in parallel to perhaps initial levels of about $35K each. This may take our family some years depending upon available resources for contributions.
For the UGM account, a balance of $35K should capture a sizeable chunk of the annual $2.7K tax-free income limit by investing in high-yield income alternatives. For the 529 account, $35K aligns with the Roth conversion limit. On a personal note, we had extremely positive UGM outcomes with our children. We saved taxes for two decades, and each child used the ~$60K balance as down payments on their first house shortly after college. Due to the 529’s withdrawal rigidities and potential technology impacts, we are unlikely to fund the 529 to the max. 
  • We will skip Coverdells as the alternatives offer ample savings opportunity in the child’s name ($200K+). 
  • Depending upon spare resources available for gifting, we can always reassess future contributions. 
That’s our plan, and we’re sticking to it…. until something changes.    John Yeigh is an author, coach and youth sports advocate. His book “Win the Youth Sports Game” was published in 2021. John retired in 2017 from the oil industry, where he negotiated financial details for multi-billion-dollar international projects. Check out his earlier articles.  
Read more »

Free Newsletter

Get Educated

Manifesto

NO. 40: WE SHOULD all know the minimum dollar amount we need each month to keep our financial life afloat. This will drive our emergency fund’s size and our cash holdings once we’re retired.

think

EXPECTATIONS. Investment losses are most distressing when they’re least expected. For instance, many investors expect their stock portfolios to fall occasionally by 20% or more. But they’d be horrified if their money-market mutual fund—which they consider a haven of safety—“broke the buck” and slipped 1% from the standard $1 share price to 99 cents.

act

INVESTIGATE a reverse mortgage. Once you're retired, borrowing against your home’s value shouldn’t be a first choice, but a last resort. Still, it’s helpful—and comforting—to know what that last resort might be worth. To that end, try playing with a reverse mortgage calculator. Pay attention to the money you’ll receive—and to the hefty fees you will incur.

Truths

NO. 111: WALL STREET tries never to send us a bill, so we’re unaware of how much we’re paying. Fund expenses and financial advisor fees are quietly subtracted throughout the year. Stock trading spreads and bond markups are built into security prices. Load mutual fund commissions are swiped from our initial investment or they're deducted when we sell.

Pay down debt

Manifesto

NO. 40: WE SHOULD all know the minimum dollar amount we need each month to keep our financial life afloat. This will drive our emergency fund’s size and our cash holdings once we’re retired.

Spotlight: Behavior

Don’t Push It

I’M ALL IN FAVOR of striving. But I’ve also belatedly come to see the appeal of acceptance.
Should we strive for more, or should we accept what we currently have and what’s currently on offer? As I’ve noted in earlier articles, there’s great pleasure in striving. We love the feeling of making progress, even if our achievements don’t make us happy for long. It’s an instinct we no doubt inherited from our hunter-gatherer ancestors.

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Three Things

As one saying goes, there are three things that should not be talked about in polite company: money, politics, and religion.  Here at HumbleDollar, we are given license to discuss (politely) the first topic. And have we ever discussed money here! Pretty much any aspect of personal finance you can think of has been addressed thoroughly and intelligently somewhere on this website.
When the conversation has veered into the second topic, politics, the discourse can get a bit chippy.

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Mirror, Mirror on the Wall

They say at 20 years of age you have the face that nature gave you.  At 40, you have the face life gave you and at 60, you have the face you deserve. This is a variation on a quote attributed to both George Orwell, author and essayist, and Coco Chanel, fashion maven. If this is true, it means  that our choices and attitudes leave an indelible mark on our character which ultimately surfaces in our physical appearance.

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Eyes Forward

AT THE 2016 SUMMER Olympics in Rio de Janeiro, South Africa’s Chad Le Clos challenged Michael Phelps for the gold medal in the 200-meter butterfly. A famous image emerged from that event: Throughout the semifinal, Le Clos repeatedly looked over at Phelps as he struggled to keep up. Meanwhile, Phelps just kept looking forward. The result: Phelps ultimately won the gold, while Le Clos trailed in fourth place.
I believe there’s a parallel between what we saw in that race and what we see in the investment world.

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Why We Struggle

I’VE SPENT MUCH OF MY life trying to better understand the world, especially the financial world. But I wonder whether I should have spent more of that time trying to better understand myself.
Why do some financial situations scare us, while others leave us unperturbed? Why do we spend time and money in ways we later regret? Why do we find our bad habits so difficult to change? Why do we admire some folks,

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Money Grows Up

I MOVED FROM LONDON to New York City in 1986, when I was age 23. That’s when my financial education truly began.
I’d previously studied economics for three years and spent a year writing about the international financial markets for Euromoney magazine. Still, I knew almost nothing about investing, insurance, homeownership and other topics crucial to managing a household’s finances.
I’ve learned a ton since, and the focus of that education keeps changing,

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Spotlight: Spears

Name That Bias

THE FOUNDERS OF economics were prodigious thinkers. They tended to believe that others shared their brainpower and so would do as they did—wrinkle their brow, think deeply and make the best choices with their scarce resources. Problem is, this isn’t how most of us operate. Instead, we take mental shortcuts. This is understandable: We’d never rise from the breakfast table to begin our day if we rigorously analyzed the health effects of eggs, orange juice and coffee. Evolution has also favored those who thought in shortcuts. If our ancestors pondered whether an object in the jungle was a stick or a snake, they might have been bitten. It was better to react to the uncertainty by jumping away. The mental shortcuts that humans take aren’t random, but show persistent “leans” or biases. That’s good news. It means many can be identified and countered if we slow down and think a bit harder. To help in this endeavor, here are 17 common financial biases that researchers have identified. Anchoring. It’s hard to objectively value an asset, so many people rely on shortcuts. As the fair market value, they fix on the price they paid or some peak price the asset reached. Someone who won’t sell for less is said to be “anchored” on a particular price. But assets, alas, have no memory and aren’t obliged to return to that price again. Availability bias. People overestimate the value of the information that’s most accessible in their memory. If they have a roommate who day-trades meme stocks, it might seem like a more reasonable investment than cold logic would suggest. If everyone in our circle is buzzing about nonfungible tokens, goldmining shares or taxi medallions, their intrinsic worth may seem more certain to us. Blindspot bias. We’re all subject to biases, but we recognize…
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Think of the Children

WE PUT OUR TWO KIDS through college using 529 plans—and I estimate the accounts easily added 10% to the value of our college savings, compared to what we would have accumulated if we’d invested through a regular taxable account. Yet only 37% of families use 529s to help pay for college, according to a 2021 survey by Sallie Mae. Like an IRA, a 529 plan gives you a tax break for saving for a specific goal—but, in this case, college rather than retirement. Money in a 529 grows tax-deferred and, if used to pay for qualifying education expenses, can be withdrawn tax-free. You don’t get a federal tax deduction for funding a 529, like you can with a traditional IRA or 401(k). Several states, however, do give a state income-tax deduction, including Pennsylvania, where we live. Pennsylvania’s state income-tax rate is 3.07%. Each year, Pennsylvania allows residents to deduct up to the gift-tax exclusion—$16,000 in 2022—for contributions to any 529 plan in the country. Other states provide a deduction for in-state plans only, which limits your choice. At the end of this article, I’ll offer some suggestions for finding a good plan. We used Utah’s 529 plan because it had rock-bottom fees, offered low-cost index funds and didn’t charge a sales commission. We invested in lifecycle funds that started stock-heavy when the kids were young, then switched to a majority bond allocation as college neared. When we took withdrawals, we owed no federal or state taxes because all the money was spent on qualifying education expenses. If you’re keeping score, this means 529 plans potentially offer a rare tax triple play: tax-deductible contributions at the state level, tax-deferred growth and tax-free withdrawals. This tax trifecta is shared with only one other investment account that I know of—health savings accounts. HSAs…
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Reacting to the Tariffs

A NEW TARIFF REGIME takes effect today. If the costs are passed along to buyers, the price of cars, orange juice, clothing and Swiss chocolates could increase, possibly dramatically. I dealt with price shocks earlier this year. It gives me some insight into how we might behave if prices rise suddenly. Although I could have afforded the higher prices, the strong emotional impact made me highly adaptive. The price shock mobilized me to take action, even though it was only over a dollar or two. In February, Patricia and I flew to the remote Hawaiian island of Molokai, which is about the size of Manhattan but with only 7,000 residents. We flew on an eight-seat plane that resembled a giant grasshopper. Before taking off, a couple of other passengers shoved big tubs of groceries into the plane’s cargo hold. A trip to the island’s grocery store explained why. Prices there weren’t just high—they seemed absurd. I kept taking items off the shelf and then putting them back after I saw the price, such as $12 for a small jar of mayonnaise. Pineapples cost $8, more than double what we paid at home in Pennsylvania. Eggs were $12 a dozen. A local acquaintance explained that Molokai was at the tail end of the global supply chain. Everything costs more at the grocery store because it has either been flown in or shipped over the rough seas from other Hawaiian Islands. I had a startling reaction. Prices seemed so out of line that it became a game to stock our kitchen with less costly foods. We pursued several methods that shoppers might adopt if the tariffs start to pinch. Here are some hacks we developed over our two-week stay: Buy local. A man sold local fruit from a card table set up…
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Rising Tide

YOU CAN ADD ANOTHER item to the list of things in short supply: Up here in Maine, used boats are hard to find. “You can’t buy a house, a car or a boat this summer,” said Sean, manager of the local lobster dock in Bremen, Maine. Luckily, you can still buy lobsters from Sean, though they’re mighty pricey. Every afternoon, scuffed-up boats with names like Chomper and Sandollar glide up to the dock to winch their catch up to Sean’s lobster tanks. On a recent July day, hard-shell lobsters fetched $10.95 a pound and soft-shells, which have less meat inside, $9.95. The same lobsters cost $6 and $5 last summer. Back then, China wasn’t buying, and neither were restaurants. Now everyone wants Maine lobsters, Sean said, including Canadian canning houses that let their inventories run down. To an economist, it looks like too many dollars chasing too few goods—the classic recipe for inflation. At a conference organized by University of Pennsylvania’s Wharton School in April, Prof. Jeremy Siegel noted that M2 money supply—ready money, including cash and deposits in checking accounts, savings accounts, certificates of deposit and money market funds—jumped 25% in less than a year. It has never expanded by that much before, Siegel said, not even during the difficult days of the Second World War. Siegel predicted a burst of inflation for the next three or four years. “When will it start?” someone asked. Right away, Siegel answered. After the conference, I bought shares in an inflation-protected Treasury bond fund. Who knows what will happen, but I hope to ride inflation like a surfer on the crest of a wave. Too bad I didn’t think of the really smart inflation play—to buy a used boat in Maine last summer.
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Backstage at Antiques Roadshow

While I was in Savannah last week, PBS was filming an episode of Antiques Roadshow, a show I’ve always enjoyed. On a lark, my girlfriend Patricia and I walked over and took a backstage tour with a woman who worked for Georgia Public Broadcasting. This is what we saw: Hundreds of people who had won free tickets in an online lottery lined up at the entrance to the Georgia Railroad Museum. Most carried small items in tote bags. One woman pulled a grandfather clock in a little wagon. Another wheeled a wooden chest with a sailing ship painted on its lid. Once they showed their printed tickets to security, visitors were directed to the triage tent. There, nattily dressed experts in bow ties and pocket squares gave their items the once-over. If one was worthy of further evaluation, their admissions leaflet was stamped with one of 23 specialist areas, such as Chinese art, ceramics, dolls, sports memorabilia, games and toys. At the specialist booths, guests would queue up again, some under the hot Georgia sun and others beneath the shade of a towering locomotive in the museum’s roundhouse. They might wait 10 or 20 minutes to be seen at a busy booth, such as furniture or paintings. Everyone seemed cheerful and relaxed, wondering if they had a prize. The show’s experts evaluated some 1,300 objects in one day at the railroad museum. Of these, about 10% are selected for a filmed appraisal with well-known experts like Leigh Keno or Lark Mason. And of these 130 filmed scenes, approximately 30 will make it into the final broadcast. No doubt we’ll see many wonderful and valuable objects when the Savannah show is broadcast in 2026. Yet the odds of making it into that broadcast are 30 out of 1,300, or roughly 2%.…
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Raising Dough

The best financial advice I know is “live on less than you earn and save the difference.” But what if there’s no daylight between what you earn and what you spend? Many of us confront this problem because of four scary expenses: housing, healthcare, student loans and child care. Take housing alone. By my calculations, it would take a six-figure income to buy a $435,300 home, which is the median cost of a U.S. home today according to the National Association of Realtors.* The median U.S. household comes up well short of this, with $78,171 in 2025. With challenges like these, it’s time to add a new chapter to the financial planning textbook—how to make more money. What would you include in a “make money” playbook? I’ll pitch my ideas, but it honestly feels like I’m stating the obvious. You may have better ideas from your life. Please add them in comments—I look forward to reading them. Here are my thoughts: If you’re still in school, know what your college major pays before you—or your child—graduates. You can look up the average first-year earnings of many majors at specific colleges here. It’s a goldmine of nuggets like this: At Purdue, graduates in biology earn $33,500 a year, on average, versus $69,200 for mechanical engineers. If you’re already in the workforce, continue your education by earning a professional designation or advanced degree. This makes you a trusted authority with your employer. Extra credit: Many employers, like mine, will pay the freight on a job-related degree. Job hop for a big pay bump. I wrote about this once during the pandemic, when job seekers had the upper hand in salary negotiations. That may not be true now, except in specialty fields like AI. Back then, one commenter said that changing employers seemed…
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