I MESSED UP MY retirement planning—but I have few regrets.
I don’t know if or when I’ll fully retire. Arguably, I’ve been at least semi-retired for the past nine years. That’s how long I’ve gone without a fulltime job. On the other hand, during those nine years, I’ve continued to earn enough to cover my living costs and I’ve worked longer hours than at any time in my life, thanks mostly to that insatiable mistress known as HumbleDollar.

IN OLD ENGLISH, to be “ready” for something meant to be well counseled. The English King Aethelred the Unready earned his nickname because he was ill-advised. His tumultuous reign ended with invasions and revolts, including one by his son.
When we feel we have “extra” money or even just a hankering to spend, there’s a host of outside voices to counsel us. Most try to influence our actions out of self-interest—for their commercial benefit.

REMEMBER THAT PLANE ride when the woman next to you was consumed with the Times crossword puzzle? Every so often, she would grimace in frustration and rapidly tap the pencil against her forehead. But after a few deliberate sips of red wine, she returned to her obsession.
I have my own fetish. It’s called the January effect.
As December winds down, the tendency of stocks to rise in January becomes a favorite topic of market pundits.

DO A QUICK REVIEW of Twitter and other social media sites, and you’ll find extensive use of the word “free.” The dictionary defines free as “without cost or payment.”

College, health care, child care, preschool, even housing are often mentioned in connection with “free.” The actual cost of “free” may not be what it seems. Free in this context typically means shifting the cost from one person to another, or redirecting money to some favored purpose.

I EXPECTED TO SPEND early 2017 blogging about my fourth round-the-world trip, which I’d just completed, and planning my next journey. Instead, I spent much of the year on the couch with a heating pad, in between assorted medical appointments, everything from acupuncture to meeting with an infectious disease specialist.

Eventually, I got a definitive diagnosis—I had a form of rheumatoid arthritis—and, in early 2018, an effective medication. But I had been forcibly reminded of something I’d first learned 10 years earlier,

IT WOULD BE EASY to sell my home “in a snap” for a no-obligation, all-cash offer—or so I was told in a mailing I received last week. I frequently get letters, texts, emails and phone calls from companies that want to buy my two-bedroom condo for cash.
It’s tempting to sell. I’m retired, and both my children have left to find their fortunes in bigger cities. But I suspect the new owner would then rent out my unit for some jacked-up price.

ON DEC. 23, 2022, while Santa and his elves were busy loading his red sleigh with gifts, the 117th Congress was putting together some goodies of its own, formally known as the Consolidated Appropriations Act, 2023. Before we rang in the new year, President Biden signed the bill into law.
Included in that 1,600-page, $1.7 trillion appropriations measure was a special present for folks like me—the so-called Legacy IRA. This allows me to increase the sum I give to charity and the money I earn on my fixed-income investments,

FOR FOLKS WHO HAVE retired, but aren’t yet age 65 and hence eligible for Medicare, health insurance can be a major concern. These folks typically aren’t covered by their old employer and are now searching for individual health insurance. The good news: There’s a tax credit available—one that I believe doesn’t get enough attention.
The advance premium tax credit, or APTC, is a credit you can take in advance of filing your taxes. It’s used to reduce your monthly medical insurance premiums.

IN SOME FAMILIES, adult siblings work together to take care of their aging parents. But many times, one adult child ends up doing most, if not all, of the work—which is how things have played out in my family.
I’m the oldest sibling, and my wife and I took on the task of caring for my octogenarian mother and stepfather after they moved to Georgia from Colorado in 2017. I have a brother and stepbrother who live in other states.

IT’S ONE THING TO talk to folks about the power of saving regularly. It’s much more profound to see it in action. I was reminded just how powerful saving can be during two recent meetings with financial-planning clients. In both cases, we looked back at 2022 and calculated how much the clients had saved.
In the first case, the clients had saved diligently throughout the year. They increased their 401(k) and 403(b) contributions, they opened and funded 529 plans,

IT HAS BEEN THREE months since we closed on the sale of our home and drove away from the storage unit that contains everything we couldn’t donate, sell, give away or take with us. It was a big decision to have no fixed abode, and we feel great about it.
We’re about to move our rambling lifestyle across the pond to spend some time in the U.K. and continental Europe, and we have no return date in mind.

PRESIDENT BIDEN’S State of the Union speech this month touched a nerve when he mentioned “junk fees.” Talking about hotel costs, he said, “Those fees can cost you up to $90 a night at hotels that aren’t even resorts.”
I was reminded of the first time we were hit with a resort fee. It was at a Marriott hotel in New York City. A bicycle was part of the “resort” package.

I’VE OFTEN COMPARED the stock market to a Rorschach test. Depending on your perspective, what’s happening can look very different. But even in a market full of Rorschach tests, one company’s stock stands out: Tesla. Some people see it as a world-class company that’s changing the world. Others see it as a company led by an erratic genius that one day will inevitably fade—like MySpace or Polaroid.
Recently, a blogger named Alex Voigt wrote that Tesla’s head start in electric vehicles “will soon make Toyota look like what it is—a loser.” He then added for emphasis: “Dead man walking.”
Is Voigt right or wrong?

I RECENTLY READ AN article in Barron’s that inadvertently revealed two more reasons investing in broad-based index funds is the only sensible course of action.
The article, titled “This ‘Crazy’ Retirement Portfolio Has Just Beaten Wall Street for 50 Years,” touted the “All Asset No Authority” (AANA) portfolio. This “simple portfolio” consists of splitting your money equally among U.S. large-company stocks (S&P 500), U.S. small-company stocks (Russell 2000), developed international stocks (MSCI’s Europe,

HOW WE SPEND DEPENDS on how we feel about money.
To be sure, we’re supposed to spend according to our financial situation and needs. But life experiences can so badly distort our attitude toward money that our financial decisions end up being ruled by fear and insecurity rather than questions of affordability. Such is the case with an acquaintance—let’s call her Satee—whose money habits are at odds with her financial standing.
Satee grew up in a typical Indian family of four.