MY WIFE AND I TOOK a hiking trip last fall that included wandering through the foothills of the Ozark Mountains in Arkansas. The leaves were just starting to change colors, something I so badly miss living here in Texas.
I returned exhausted and sore, yet mentally energized and invigorated. For the majority of the trip, we were untethered from technology: no cellphone service during the day, no newspapers or TV distractions, no political talking heads,

BACK IN THE 1980s, I was working for an insurance company on Wall Street. This was when I was between marriages. There was a nearby bar and restaurant called Harry’s, located below street level. The bond market was going strong, so the bond salesmen with their fat paychecks were there, which meant the pretty young girls were also there.
The place reminded me of Cheers, one of my favorite TV shows.

WHEN I WAS A TEENAGER, I didn’t have a girlfriend. Now that I’m older, I realize not everyone had a girlfriend during their junior high or high school years. But at the time, I felt like I was the only one.
By this time, my father had passed away, so I only had my mother and older brother to confide in. My brother thought I might have a problem that prevented me from seeking female companionship,

BRITISH PHILOSOPHER G.K. Chesterton, in his 1929 book The Thing, introduced an idea now known as “Chesterton’s fence.”
Here’s how he explained it: Imagine two people walking along a road when they discover a fence blocking the way for no apparent reason. As Chesterton tells it, the first person looks at the fence and says, “I don’t see the use of this; let us clear it away.” But the second person disagrees: “If you don’t see the use of it,

I PASSED ON MANY activities when I was younger because I didn’t think I could do them. I simply didn’t have a great deal of self-confidence. It was only after I had some accomplishments to my name that my attitude changed and I became bolder in my efforts.
Along the way, a saying I came across helped me overcome my lack of self-confidence. It’s attributed to Henry Ford, the father of the first broadly affordable mass-produced American automobile,

I’M A TERRIBLE READER. I have been my entire life. This was very upsetting to my mother, who felt reading was the key to success.
In fact, my entire family were great readers. Sunday’s New York Times was a fixture in my parents’ house. They’d spend hours reading every section. I hated it.
My father was born in the Hell’s Kitchen section of New York City. He attended Purdue University, studying chemical engineering,

LET ME PLAY THE contrarian. A dominant narrative today is that—compared to earlier generations—younger workers are both economically disadvantaged and less inclined to do anything about it.
Such notions have been bandied about for at least 2,000 years. Horace wrote that “the beardless youth… does not foresee what is useful, squandering his money.” For a more modern take, check out these comments from HumbleDollar contributors and readers lamenting the financial plight of today’s younger generation:

Company “loyalty to employees in large measure no longer exists.”
“Young people are forced to contend with the twin challenges of relatively low salaries and high student loan burdens.”
Baby boomers are “fortunate in a way that’s nearly impossible for Americans today.”
“Many workers are strapped today,

AS A KID, I WAS usually one of the last chosen for pickup games, be it softball, basketball or football. My athletic prowess was limited to being the fastest kid in my neighborhood, but it seems I lived in a slow neighborhood. I had moderate success on a local swim team, but again found that success didn’t translate to surrounding communities.
Into my teen years, I was plagued by allergies and asthma. It wasn’t until the late 1970s,

THE FIRST ROCK concert I attended was The Byrds at Bowdoin College in Maine. We stayed nearby at a cabin in the woods. It was there that I had my first experience with marijuana. It was not a good experience—thank goodness. My drug days were short-lived.
One of the songs made famous by The Byrds is Turn! Turn! Turn! The song was written by Pete Seeger, who derived it from verses in the Bible.

IN THEIR NEW BOOK The Missing Billionaires, Victor Haghani and James White make an interesting argument. Looking at the number of millionaires in the U.S. in 1900 and doing some math, they estimate that there should be many more billionaires today—thousands more, in fact—than there are. The question Haghani and White ask: Where did they go? Or, more specifically, where did their wealth go?
The authors consider possible explanations, including taxes—especially estate taxes—and the 1929 crash.

HOW DO SOME INVESTORS end up in places they don’t belong? Where do they turn for information and guidance? Who do they talk to before making important financial decisions?
What follows are the results of my unscientific research, which was conducted in some of the finest and most respected centers of advanced learning anywhere.
Barroom seminars, your window on the world. Are we talking politics, investing, religion, world peace or other topics of paramount importance,

ONE OF THE POSITIVE outcomes of my unsuccessful life: I’ve had an incentive to study ways to be successful.
Among the self-improvement materials I’ve looked at, many have titles like “how to become…” or something similar. The good ones are easy to understand and make you feel it’s possible for you to achieve whatever they’re selling.
When the material is delivered in person, you get the advantage of a great presentation from a dynamic public speaker.

ONE OF MY MOST enjoyable jobs was in training and development. This involved creating lesson plans and conducting classes for the insurance company where I worked.
One mantra in the training department was “define done.” When we ran a training program for another part of the company, our department manager would stress that we needed to find out the internal client’s definition of “done.” In other words, what would the client require or expect our department to deliver so that the client would be satisfied with our service?

HOW CAN WE GET greater satisfaction from our life—and what role does money play? Below is an edited excerpt from A Wealth of Well-Being, published this month by Wiley.
I often note that the biggest risks in life aren’t found in the stock market. If you want real risk, I say, get married. And if you want more risk, have children.
People laugh. The point is obvious.

I’VE FOUND RETIREMENT to be a conundrum. We finally have the time to pursue any activity we want in a leisurely manner—spend time with family and friends, exercise, sleep, travel, read, binge watch TV, knock items off our bucket list. On the other hand, I now hear the constant ticking of life’s clock.
Tick tock, tick tock.
For the decades before retiring, life for my wife and me was pedal-to-the-metal with work, children, commuting and chores,