You could carry a credit card balance—or you could toss dollar bills out the window. Same thing.
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.From HumbleDollar Founder Jonathan Clements
John Goodell was a deputy director of policy and general counsel at the Texas Pension Review Board. Currently an Army Reservist, he previously served 14 years on active duty before leaving to become the general counsel at the Texas Veterans Commission. John has spent much of his career working with public sector employees on tax, investment, estate planning and retirement issues. His biggest passion is spending time with his wife and kids. Check out John's earlier articles.
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.NO. 6: OUR FINANCIAL life involves endless tradeoffs. We usually have a good idea of what our dollars are buying us. But to be good stewards of our wealth, we should also ponder what we’re giving up.
NO. 46: DIVERSIFICATION has been described as Wall Street’s only free lunch—but some folks take the notion too far. They’ll spread their money across multiple financial advisors, multiple funds that invest in the same market sector and far too many financial firms. The result can be high investment costs and an overly complicated financial life.
MARSHMALLOW TEST. Researchers found that children’s ability to delay gratification at ages four to six—as reflected in their ability to resist a treat in return for a larger treat later—was predictive of future success. But later studies questioned the results. That doesn’t mean delaying gratification isn’t an important skill; it just takes some children longer to learn.
NO. 115: HOMES aren’t as safe an investment as they feel. A house is a big, undiversified and often leveraged investment bet. Yet owning a home seems less unnerving than owning stocks—because we don’t get constant price updates. The same illusion holds for other infrequently valued investments, like hedge funds, timber and private equity.
NO. 6: OUR FINANCIAL life involves endless tradeoffs. We usually have a good idea of what our dollars are buying us. But to be good stewards of our wealth, we should also ponder what we’re giving up.
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- I go to the gym at the exact same hour every day to see the familiar faces of regulars.
- Once a week, a close friend and I meet at a local coffee shop; he reads while I hammer out words for the book. It’s quiet, parallel work, but the ambient presence makes the solitary act of writing sustainable.
- I signed up for an evening furniture-making class to work with my hands alongside people I wouldn't otherwise meet - a skill I am going to start out terrible at and eventually become... less terrible at.
- I took on a volunteer docent shift at the Austin History Center, trading archival stories with curious strangers.
None of these people are lifelong confidants - except my close friend who joins me for coffee. But together, they rebuild the 40 casual touchpoints work used to gift me for free. Anticipation Over Accumulation The final hazard is structural: time without seams. When we dream of retirement, we picture unstructured calendars and checking off items on an expansive bucket list. But behavioral psychology shows we often misunderstand how human satisfaction works. In a well-known 2010 study by Dutch researcher Jeroen Nawijn tracking over 1,500 adults, vacationers exhibited significantly higher happiness before their trips than non-vacationers. The post-trip happiness bump, however, was negligible and evaporated rapidly. Even though I haven't written for Humble Dollar much in the past several years, I have been a frequent lurker, and know that this is a topic we all understand well. The engine of joy is almost entirely anticipation, not completion. A bucket list should never be treated like a grocery list where the goal is an empty page. If you clear out your list with no new ambitions behind it, life goes flat. The real art is maintaining a continuous horizon of things you are eagerly anticipating: an upcoming course, a seasonal trip, an archival project, or a fresh manuscript draft. We are in the midst of using high school and college graduation presents as family adventures we take. For my son's graduation gift - he loves soccer - I took him and his soccer-obsessed sister to the World Cup. My other daughter, who is very much not soccer-obsessed, and my wife visited a spa together for significantly less money. Win-win. The Real Ledger The Monday morning after your final Friday, your spreadsheet will not ask how you are doing, provide an intellectual hill to climb, or hand you an unexpected laugh across a desk. The number is just the admission ticket that we too often obsess over. The actual show begins when you decide what will make your days count.Saving
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- Set an asset allocation target for your portfolio and then manage to that target. In general, the result will be that you’ll sell stocks when they’re high and buy when they’re low, which is exactly the right result. And by taking this approach, you’ll avoid the generally unhelpful advice of market commentators claiming to be able to read the economic tea leaves.
- Put most of your focus on your own financial plan. I suggest tracking what I call the big four: your income and expenses, assets and liabilities. If you can get these numbers on one sheet of paper and track them over time, I see that as maybe the most productive financial exercise.
- Avoid “exciting” investments. It would be easy to look at a company like Nvidia, which has seen its stock gain 14,000% over the past 10 years, and feel motivated to search for the next market leader. Intuitively, we know this is harder than it looks, and the data confirm that stock-picking is extraordinarily difficult. But according to some studies, it’s even harder than that. Research by Hendrik Bessembinder has found that the median lifetime return of all of the stocks that have traded on U.S. exchanges historically is actually negative. Just 4% of all stocks have accounted for all of the market’s returns in excess of Treasury bills.
As Pascal might have suggested, look for ways to tilt the odds in your favor even when the future is, ultimately, unknowable.