
Jonathan founded HumbleDollar at year-end 2016. He also sits on the advisory board of Creative Planning, one of the country’s largest independent financial advisors, and is the author of nine personal finance books. Earlier in his career, Jonathan spent almost 20 years at The Wall Street Journal, where he was the newspaper's personal finance columnist, and six years at Citigroup, where he was director of financial education for the bank's U.S. wealth management arm. Born in England and educated at Cambridge University, Jonathan now lives with his wife Elaine in Philadelphia, just a few blocks from his daughter, son-in-law and two grandsons.
AND NOW FOR SOMETHING completely different: I’d like to try a HumbleDollar meetup on Monday, March 4, at 5 p.m. at Pizzeria Vetri, 1615 Chancellor Street, Philadelphia.
All attendees will be responsible for their own bill, but it shouldn’t be wildly expensive, not least because happy hour runs through 6 p.m. I believe Vetri has the best pizza in Philly. The restaurant doesn’t take reservations, but the manager assures me that things should be quiet at that time.
CALCULATING THE RETURN from homeownership typically involves some mix of delusion and dubious math—and that’s never truer than when it comes to remodeling projects. On the numbers alone, it’s all but impossible to justify a major renovation. Trust me, I’ve tried.
We just finished a project that proved so expensive that, if I revealed the cost, my reputation for frugality would be in tatters. The cost was comfortably—or perhaps uncomfortably—into six figures. What if we sold our Philadelphia townhome tomorrow?
HUMBLEDOLLAR JUST marked its seventh birthday. I didn’t set out to launch a site that would devour endless hours of my time and derail my plans for something that looked like a normal retirement. But I have no regrets.
The site hasn’t been a huge success. Still, I find running it to be hugely satisfying. It’s the reason I typically crawl out of bed before 5 a.m., and do so happily. Here are five key lessons I’ve learned from my first seven years running HumbleDollar—lessons that I suspect may be useful to others,
WHAT SHOULD YOU DO with your money next year? The same things you should have done this year, and the year before, and the year before that.
The rules for a successful life—financially and otherwise—are, I believe, pretty timeless. What rules? Here are 24 of my favorites.
1. Ask why. If you don’t know where you’re going with your finances, you’ll likely end up somewhere you don’t like. What are your money goals for 2024 and beyond?
AT THE RISK OF CAUSING readers to think too much on a Saturday morning, let me start by offering a pair of seemingly contradictory statements:
The financial markets are efficient, but occasionally go stark, raving mad.
Nobody knows what stocks are worth, but they have fundamental value.
My contention: There’s a payoff to be had from grappling with these two apparent contradictions—a payoff that takes the form of greater calm in the face of market turmoil and improved long-run portfolio performance.
INVESTING IS ABOUT finding a strategy that’ll allow us to meet our life’s goals—and which we can live with along the way. That brings me to a major portfolio change I made two years ago, and a series of changes I’m planning for the years ahead.
In late 2021, I split my portfolio in two. One part I’ll use to fund my retirement, while the other part I’ll leave to my two kids. This “bequest” portion consists of my three Roth accounts,
PROGRESS IN RECENT decades has been remarkable. We no longer do math using slide rules, talk on phones attached to walls, choose from just a handful of TV channels or drive clutching an unfolded map.
Less obvious—but arguably just as important—has been the progress in our financial thinking. Looking back over the post-World War II period, I see five key phases in our thinking about money, and those phases roughly parallel the needs and wants of the baby boomers,
I BELIEVE MANAGING money should be kept as simple as possible. That’s usually the route to lower costs, fewer mistakes and greater financial peace of mind. But, alas, three crucial areas of our financial life defy simplicity: health insurance, taxes and paying for college.
This is hardly an original insight. Folks have complained for decades about the maddening complexity involved with all three. All are ripe for a total revamp, but there’s no sign that’ll happen any time soon.
IT’S HARD TO OVERSTATE how challenging it is to generate retirement income: We need our money to last at least as long as we do, and yet we don’t know how financial markets will perform, what the inflation rate will be, whether we’ll get hit with hefty long-term-care costs and how long we’ll live.
Moreover, the generic advice offered inevitably doesn’t work for many—and perhaps most—folks because we all start retirement with different attitudes,
WE LEARN EARLY ON whether we’re stronger, faster or have better hand-eye coordination than other kids. We might initially harbor dreams that we’ll get better. But after a while, it’s hard to ignore the mounting evidence of our athletic mediocrity.
If only life were always so simple.
I’ve heard parents say, “You don’t have to tell your kids that they aren’t good at something, because the world will do it for you.” That’s true—except there’s an additional step involved: Your kids have to listen.
HERE’S SOMETHING that’ll surprise exactly zero readers: I’m a planner. Even though I haven’t yet fully retired, I’m already worrying about how short the active part of my retirement will be.
For this, I blame my fellow HumbleDollar writers, as well as those who post comments. Many folks who are active on the site are older than me, and they’ve given me a sneak peek at what lies ahead. One thing I’ve learned: At some point between age 75 and 80,
WHAT’S THE STATE of America’s family finances? The Federal Reserve just released its once-every-three-year look, in the guise of the 2022 Survey of Consumer Finances, which is based on in-depth interviews with some 4,600 families.
You can read the Fed’s analysis here. Below are some key insights from the latest survey:
Net worth. The typical (or “median”) net worth—meaning the value of all assets minus all debt for those American families halfway down the wealth spectrum—was $192,700 in 2022.
“GOD, GRANT ME THE serenity to accept the things I cannot change, the courage to change the things I can, and the wisdom to know the difference.”
No matter what our religious beliefs, we’re constantly bombarded with reasons to invoke the serenity prayer. There are so many things we can’t control: what our bosses decide, what acquaintances say behind our back, how stocks and interest rates perform. This lack of control can be a source of endless anxiety,
I’VE KNOWN AT LEAST half-a-dozen folks who regularly carried five-figure credit card balances. In fact, I was once friends with a woman who had $100,000 in card debt—not just a staggering sum, but also a warning sign about her spending habits that I should have heeded far earlier than I did.
Folks who flock to HumbleDollar tend to be financially disciplined, so this sort of behavior will no doubt spark tut-tutting among some readers.
AS WE GET OLDER, the financial hits often grow far larger, for two reasons. First, we’re typically wealthier, which means the potential dollar losses are bigger. Second, as we age, there’s greater risk of hefty health-care costs, notably long-term-care expenses.
Almost everybody endures at least a few big financial hits during their lifetime. Perhaps you lose your job, and it then takes many months to find work. Maybe your parents need nursing-home care and you end up footing part of the tab.


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