I HAVE LONG ADMIRED my good friend Nick for his generosity with friends—but also for his inspiring ability to pinch a penny. The man can pinch so hard he makes Lincoln cry, so I knew the world was changing fast when he installed a Ring video doorbell. Really? Pinch me.
A decade ago, new technologies inspired fantasies of living in a Jetsons-style “smart home.” There was a nascent market for internet-connected products,

EMPLOYEES WHO accumulate significant company stock can end up with a problem, though not necessarily a bad one: concentrated stock holdings. When these employees retire, their challenge is to sell those shares in a way that maximizes their value—taking into account the share price, dividends and taxes. One strategy: Utilize covered calls.
Selling a concentrated stock position can take many years because of tax considerations or restrictions on selling. For example, if appreciated shares are held in a regular taxable account,

CONSUMER ECONOMICS and media literacy have evolved to become important fields of study, analyzing the way consumers make decisions—and how those decisions can be nudged. Here are 20 of the tricks and techniques used by marketers and others:
Aspirational buying. When consumers are encouraged to live like those they admire, even if they can’t afford it.
Bandwagon appeal. The psychological nudge to do—or consume—something because others are doing it. Also known as FOMO,

LESS IS MORE when it comes to investing. Less effort. Fewer transactions. Lower costs. Less worry. Lower taxes. Less ego. Less clickbait.
We’re wired to try hard. To do well. Especially if you’ve had some success in your life, and built up some money to invest, you probably got there by working harder than others. Problem is, the same rule doesn’t apply to investing. There is no A for effort. But there is an F for frenetic.

OUR EGOS CAN TORPEDO our investment decisions. Here are four examples, plus some suggestions for how to avoid these pitfalls:
1. Confirmation bias. People often support their strong financial opinions by only seeking out confirming information. One of my financial-planning clients worried about inflation and its potential impact on his savings. He only read articles that stated inflation and interest rates would soon be going through the roof. But this economic prediction didn’t come to pass.

A FEW WEEKS BACK, a reader—let’s call him Karl—challenged me with a question. Why, he asked, don’t I recommend momentum investment strategies?
If you aren’t familiar with the term, momentum strategies seek to buy stocks that have done well in the past, with the hope that they will continue rising, while also selling stocks that have done poorly, with the expectation that they will keep falling.
Karl asked why, in a recent article, I had dismissed momentum investing as the sort of thing that would turn your portfolio into an “unpredictable stew,” even though research has found that it can be profitable.

I’M PONDERING WHETHER to make my biggest transaction in four years—and it might be the trickiest financial decision I’ve ever made. My quandary: Should I take advantage of today’s low tax rates to convert a big chunk of my traditional IRA to a Roth?
This financial navel-gazing was sparked by an article by John Yeigh, one of HumbleDollar’s contributors. As John pointed out, you can now have a much higher annual income and still avoid the top federal tax brackets,

THE EARLY RETIREMENT movement has many naysayers and outright haters. My husband Jim and I can sympathize: We sometimes get strong pushback when we share our strategies for living frugally.
“That seems like a lot of work,” some people respond. “It sounds like you don’t have much fun,” others say. Some even accuse us of lying.
I readily admit it takes effort to be frugal. But then again, it takes work and sacrifice to exercise regularly,

WE CONSTANTLY STRIVE for more: A bigger paycheck. A loftier job title. A larger home. A more luxurious car. New electronic toys. Higher investment returns.
Make no mistake: There can be great pleasure in this striving—but we may not be so happy with the results. Indeed, on this holiday that celebrates America’s independence, let me put in a plug for a most un-American concept: How about settling for enough—and perhaps even opting for less?

WE DON’T NORMALLY think of classical philosophy as relevant to modern money management. Perhaps it’s the perception that philosophers live humble, financially insecure lives ruminating on ethereal matters. Or, as my businessman father said when he saw I was taking a philosophy course, “That will make you interesting at parties, but how will you eat with it?”
Meet Marcus Aurelius.
If you aren’t a classics person, Marcus was born to a powerful and rich Roman family,

MY WIFE AND I TAKE some over-the-top precautions to protect our financial accounts. Why? After 40 years of working, our life’s savings boil down to digits stored on computers. No one anymore holds stock and bond certificates, stuffs money in mattresses or buries gold in the backyard. The integrity of those digits is all important.
Here are our 11 strategies—which go way beyond the normal account and password protection recommendations:

We only deal with major institutions.

JUST BEFORE Thanksgiving in 2017, a heartwarming story hit the news. A young woman from Philadelphia named Katelyn McClure had run out of gas on the highway and found herself stranded. By chance, a homeless veteran named Johnny Bobbitt was nearby and, in an act of selflessness, he gave McClure his last $20 to buy gas.
After making it home safely, McClure wanted to express her gratitude, so she set up a GoFundMe page to help Bobbitt get back on his feet.

IF I’M EVER FEELING lonely, all I need to do is write about certain financial topics—and soon enough my inbox is brimming with emails, some vehemently disagreeing, others offering vigorous nods of assent.
A dozen of those topics are covered in HumbleDollar’s new chapter devoted to great debates—issues like whether money buys happiness, when to claim Social Security and whether individual bonds are superior to bond mutual funds. But those subjects aren’t the only ones that stir up readers.

UPON RETIREMENT, I picked up additional duties at home. One was cooking and the other was grocery shopping, both of which I enjoy. The shopping part furthers my ability to observe people, a favorite pastime.
I have concluded that you can tell a great deal about people’s spending and lifestyle habits simply by what’s in their shopping cart. And you can tell quite a bit about individual responsibility and personal behavior by what people do with their empty shopping cart.

ON A RECENT VISIT to the U.S. from our home in Spain, I used one of my last days to do some shopping, including purchasing a new laptop power cord to replace one that failed the night before. I have a Dell computer, so I entered the store confident I could easily buy a cord tailor-made for my brand.
“We only sell universal power cords,” the clerk told me.
“I don’t need to power the entire universe,