MY DAUGHTER IS MORE than halfway through her junior year of high school. College and career choices are hot topics in our household. My wife and I have a dilemma: Should we encourage our daughter to pursue a college degree that matches her passions—or nudge her toward one that has a better chance of paying the bills?
My daughter is no slouch in math and science, but her true love turns in another direction.

AT AGE 55, I’M PERHAPS a bit young to spend time reflecting on my life. My maternal grandmother died at 101, so I could have many more decades to go. Nevertheless, I find myself more nostalgic now than I was just a few years ago.
I often think back to my childhood and how it shaped who I am today. In 1976, when I was in fourth grade, my parents purchased a two-and-a-half-acre property in a small town outside of Eugene,

HAVE YOU HEARD of the latest budgeting technique? It’s called cash stuffing. No, it’s not shoving money into your mattress. It’s the new name for an old budgeting method, where you divide your weekly pay into envelopes earmarked for various spending categories, such as food, gas, rent, vacations, clothing and so on.

For each expense, you spend only from that envelope and, when it’s empty, that’s it. No cheating. No dipping into other envelopes.

“HOW MUCH CAN I withdraw from my portfolio each year?” It’s one of the most common questions that retirees ask.
In the past, I’ve talked about the 4% rule, a popular tool for addressing this question. Among the reasons it’s so popular is its simplicity: In the first year of retirement, a retiree withdraws 4% of his or her portfolio, and then that amount increases each year with inflation. If you have a $1 million portfolio,

WE BUY ALL KINDS of investments and financial products. But what is it that you haven’t bought, do you have a good reason for not buying—or is there a gaping hole in your finances?
Below are some of the investments and financial products I’ve chosen not to own. The list, of course, isn’t comprehensive—and I didn’t bother to touch on financial products that are beyond the pale. Equity-indexed annuities, anyone? How about leveraged exchange-traded funds?

YOU’VE SOCKED AWAY some cash, waiting for the chance to snap up a small rental property. Property prices are down. Meanwhile, interest rates are up and many folks can’t qualify for a loan, but you’ve already been preapproved. It’s time to strike.
Now comes the hard part. Much literature is available on how to buy and sell residential income units. But there’s much less written on how to manage them. What follows is a primer for first-time landlords.

MANY OF THE WEALTHY people I’ve studied were extremely frugal—to the point of eccentricity. Why is it that when rich folks are tightfisted, people call them eccentric, but—if you aren’t rich—people tag you as cheap?
New Jersey Bell Telephone Co., now called Verizon, used to have small inserts with its bills that highlighted persons of note who had a connection to the state, whether they were natives or had resided there at some point,

OUR COMMUNITY HAS a Facebook-like online forum called Nextdoor. I tend to ignore the posts, which usually involve things like items for sale and new restaurant openings. But a recent post caught my eye—because it was from the Montgomery County Recorder of Deeds.
The article said Pennsylvania’s Attorney General had initiated a lawsuit against a realty company for deceptive practices targeting elderly, low-income and minority homeowners. The realty company was offering a “Homeowner Benefit Program” that gives homeowners anywhere from $400 to $1,000 upfront to lock into a contract.

CAR LEASING WILL likely make a comeback in 2023. But is leasing a good idea?
Before the pandemic, leases represented about 30% of new car sales and as much as 70% or 80% for some luxury vehicles. But during the pandemic, with new vehicles in short supply, manufacturers reduced their generous lease subsidies. This, combined with low interest rates, reduced payment differences between financing and leasing, making leasing less attractive.
But that may be about to change.

NOW THAT I’M RETIRED, I have more time to reflect on the larger shape of my life—a tendency that’s lately been strengthened by the fairly common impulse to ponder what to accomplish in the new year.
The disturbing truth: An objective assessment of my life suggests I’m pretty boring. Of course, I’d long known that most other people were boring. But until recently, I hadn’t realized I was one of them.
I also didn’t realize that my capacity to enjoy what looked from the outside like a boring life is,

HOW MUCH DO I NEED to save for retirement? How much will I spend in retirement? Can I live comfortably in retirement? Can I even afford to retire?
I can answer all these questions, but most likely none of my answers will be exactly right—for you. Experts tackle these questions, too, but provide inconsistent answers. Google any of them and you’ll get a range of results. Without knowing your situation, such shotgun advice is pretty meaningless.

I’VE SPENT THE PAST 10 years or so without any bonds or bond funds in my portfolio. What am I missing? And why did this happen?
Investing in bonds directly was always confusing to me. There are coupon rates, bond ladders, bond ratings and so much more. In the beginning, I just found it easier to ignore all the confusion. I know that bonds, in aggregate, represent a greater investment pool than stocks, but I just kept putting it off.

EVEN IN OUR consumer-driven society, some things are looked down upon if bought. One of those things is companionship.
I’ll leave the topic of sexual intimacy for another day. What I’m talking about here is paying—directly or indirectly—for social interaction. We might buy a younger colleague lunch simply to have somebody to dine with. We might continue therapy long after we’ve finished exploring the issues that prompted us to sign up. We all have a need to connect with others and thereby have our own existence validated.

IN FORT LAUDERDALE, an unusual property sits wedged in among a row of waterfront mansions. It’s a 35-acre patch of wooded wilderness with just a single home, called Bonnet House. It was for many decades the winter residence of a woman named Evelyn Bartlett.
She first began spending winters at Bonnet House in the 1930s, and she continued to live there following her husband’s death in the 1950s. By the 1980s, however, the property’s assessed value had reached $30 million,

TRUTH HAS A FUNNY way of punching you in the gut. I received my punch thanks to the 2022 decline in the stock market, which put a dent in the “funded” status of the 529 college-savings plans for my two sons, ages 16 and 14.
Buy and hold is all well and good if you have an infinite investment time horizon. Strict adherents will argue that mark-to-market gains and losses are just noise. Time will smooth out the ripples.