If you try to keep up with the Joneses, you’ll fall ever further behind your unpretentious neighbors with the seven-figure portfolio.
After spending more than two decades building a successful landscaping business with his twin brother Nicholas, Andrew Clements retired in 2015 with a new appreciation for what matters most. Born in England, his essays draw on a life that has included growing up in England and Bangladesh, entrepreneurship, caregiving, family loss and travel. A regular HumbleDollar contributor, he enjoys tellingstories that remind readers life’s richest lessons often have little to do with money. Andrew is the older brother of HumbleDollar founder Jonathan Clements, whose life and legacy have inspired some of his most personal writing. He lives in Florida with his husband, Joey.
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.
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. DUNNING-KRUGER. Why do so many amateur investors persist in trying to beat the market, despite results that are mediocre or worse? It could be that, because they’re incompetent, they don’t have the skill needed to recognize their own incompetence and, as a result, have the illusion of superiority—a cognitive bias known as the Dunning-Kruger effect.
NO. 113: ACADEMICS talk about the risk-free rate—the investment return you can earn without taking any risk—and they usually point to Treasury bonds. But for you, the risk-free rate may be the sum charged by the highest-cost debt you have. Got credit card debt that's costing you 20%? That’s the risk-free rate you can earn by paying down that debt.
VISUALIZE YOUR goals. Daydream about the vacation cottage, new car, remodeled kitchen and what you’ll do in retirement. Why? It will make you more motivated to save and you’ll enjoy the pleasure of anticipation. It’ll also give you a chance to ponder your goals in greater detail—and you might discover, on second thought, that some aren’t so enticing.
PEOPLE OFTEN ACT foolishly and then desperately try to justify their financial sins. A case in point: Those who take on too much debt, can’t get it paid off by retirement—and end up servicing huge mortgages and other loans long after their paychecks have come to an end.
Cue the tap dancing. The indebted start waxing eloquent about the virtues of the mortgage-interest tax deduction and how it’s smart to pay the bank 4% while they invest the borrowed money at 10%.
QUITTING CREDIT CARDS might be more difficult than quitting cigarettes. I’ve done both. I’ve not smoked in 36 years. But it wasn’t until 11 months ago that I stopped charging on my credit cards.
I got my first card at age 15 from the biggest department store in my hometown. It was 1971, and my card’s limit was $50. The store was locally owned, so perhaps it was easier to obtain credit as a minor without steady income.
FAMILY CAN BE A wonderful asset. Your parents, siblings and adult children might help with home repairs, offer free advice based on their professional expertise and take care of the dog while you’re on vacation.
When the circumstances are right, I think there’s an opportunity to take this even further. For instance, earlier this year, I provided my daughter with a private mortgage, which allowed her to purchase her first home. There aren’t many people I’d strike that deal with,
DECIDING WHETHER to buy bonds or pay down the mortgage used to be a tricky decision. Not anymore: Paying extra on your home loan will almost always be the right choice.
This takes some explaining—because it involves wrapping your head around the standard vs. itemized deduction, investment taxes, and a mortgage’s shifting mix of principal and interest.
First, let’s dispense with the obvious objection: Yes, if you’re inclined to buy stocks rather than pay down the mortgage,
American credit card debt just broke the trillion dollar level. Taking on debt, “ bad” debt, credit cards , auto loans and similar, is a like attending a raucous party , taking in too much alcohol , etc.
The aftermath , paying off high interest loans, is like the worst hangover, ever. It can take decades to recover from it.
Often, too much alcohol can kill you, quickly or long term, * alas , debt can kill you,
Credit cards certainly help drive our economy and drive some people into financial ruin.
As I stated more than once, my philosophy of personal finance is simply save first, spend the rest but never carry a credit card balance.
My American Express card was recently cancelled by Amx. It was a business card and they said since I no longer ran a business I couldn’t keep it. Even though I had the card since 1986, I had to apply for a new one which I did and was approved virtually instantly.
About that inflation in retirement
R Quinn | Jul 11, 2026
The Making of Jonathan Clements
ArticleAndrew Clements | Jul 11, 2026
Reluctantly Saving Money
Mark Crothers | Jul 7, 2026
Better Questions
Mark Gardner | Jul 12, 2026
A taxing situation, but is it reality?
R Quinn | Jul 10, 2026
Open Questions
ArticleAdam M. Grossman | Jul 4, 2026
What Remains: Money and Me
Andrew Clements | Jun 10, 2026
Don’t Let a Roth Conversion Trigger a Penalty
John Urban | Jul 8, 2026
Frittering away Frugality
R Quinn | Jul 8, 2026
So Maybe That’s What It’s All About
Mark Crothers | Jul 11, 2026
Trump Accounts
ArticleAdam M. Grossman | Jul 11, 2026
Haunted Head
Dan Smith | Jul 3, 2026