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.

MICK JAGGER IS AMONG the most successful entertainers of our time. But despite his wealth, Jagger tells his eight children that they’ll need to make their own way. Similarly, Shaquille O’Neal tells his children that they can earn some of his millions, but it won’t necessarily be given to them. Actor Jeff Goldblum puts it more bluntly: “Row your own boat,” he’s said. Other public figures have echoed a similar theme.
Why do these wealthy folks take such a seemingly uncharitable view?

SUPPOSE YOU KNEW you’d live until at least age 90. How would that change your thinking about retirement?
It seems most of us focus less on the possibility of a long life and more on the risk of an early death. This grim view is buttressed by endless anecdotal evidence—celebrities who pass away in their 40s and 50s, terrible accidents that take multiple lives, old classmates and colleagues who die at tragically young ages.

I’VE ALWAYS BEEN a saver, and perhaps even pathologically frugal. Growing up, it pained me to spend money, even on food when I was hungry. Today, I have more than enough money, but I still resist paying full price for food.
Perhaps I’m just genetically frugal, or perhaps my feelings about money reflect my parents and my upbringing. My mom once shared that her aunt predicted that she’d make lots of money, but it would be like grains of rice and slip through her fingers. Meanwhile,

WHAT WILL BE YOUR legacy? This is something I’ve given a lot of thought to—right down to the funeral instructions.
Something I’ve learned through hard experience: One of the greatest gifts we can give to our families is a well-organized and well-communicated estate plan. They’ll appreciate it when the time comes.
Too many of us wait until an emergency to try to get our affairs in order. A severe illness or death is stressful enough.

I’M A SUCKER FOR those “10 best” lists. But are they accurate?
What if you had the best job in a poorly rated company? Would that be better than the worst job in a well-rated company? What if you move to a bad neighborhood in a well-rated city? Would that be better than an excellent neighborhood in a poorly rated community?
You get my point. Even among the worst, you can find some real gems.

I’M TYPICALLY FRUGAL and financially cautious. But this past January, I became reckless. No, it wasn’t love, at least not the ordinary kind. Rather, I saw a photograph and made an offer of $48,000 on a “park unit” located 1,000 miles from home.
Park unit, I learned, is a technical term for a variant of what I’d call a mobile home. My first task was to look up the term, so I’d know what I was offering to buy.

I MARRIED CONNIE because she’s four years older than me. That meant our life expectancies would be similar and hence a survivor annuity would be less expensive.
I am, of course, joking. Sort of.
Providing for Connie, should I be the first to go, is among my top financial priorities. During my working years, I received far too many calls from new widows who had just learned their husband’s pension stopped when their husband died.

DURING A RECENT VISIT to retired friends in Florida, I learned about YouTube TV, a streaming service from Google with more than 85 channels. I decided to try it when my wife and I returned home. I initially kept my TV trial private. I wasn’t ready to introduce the idea to my wife, who doesn’t like change and would rather just stick with cable TV.
I thought YouTube TV worked well. I still had to sort a few things out,

WHAT THE HELL WAS I doing all those years?

That’s the riddle that confounded me when I retired eight months ago. Much to my surprise, I didn’t find myself wandering in the desert of despair, missing my crowded email in-box. I was not bereft without staff meetings, diversity training, team-building exercises, cupcake Fridays. I felt not the slightest urge to lean in, stand up or spend any more time with management consultants.

I had a wonderful career as a financial journalist and public relations professional,

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?

AMONG THE MORE notable studies published in recent years is a paper by Hendrik Bessembinder titled “Do Stocks Outperform Treasury Bills?” His key finding: Between 1926 and 2016, just 4% of stocks accounted for all of the U.S. market’s net gain. As a group, the other 96% delivered returns that were no better than Treasury bills, which returned just 2% a year over the period.

It was a surprising result. The implication: Diversification is even more important than most investors realized,

I HAVE NO IDEA HOW stocks will perform this year or next. But I have full confidence that a globally diversified stock portfolio will fare just fine over the decades ahead.
My optimism, it seems, isn’t shared by many HumbleDollar readers, who fear we’re facing some rough years for the economy and the stock market. How do I justify my optimism about the long term? Here are five reasons.
1. Heads I win,

EVER SINCE I RETIRED, mornings are the best part of my day. I always go for a long, quiet walk before sunrise. The only person I usually see is Mark, walking his dog. It’s a great way to start my day. By the time I get home, my wife is up and we have breakfast together.
Last week, I had coffee with Eric, Rob and Craig. We met at a Starbucks in the neighborhood where I used to live.

THE LONGER I SPEND in retirement, the more convinced I am of the benefit of reliable income. One of retirement’s most pronounced psychological shocks is the loss of a regular paycheck. After four decades of working, you get used to one coming in every two weeks. The occasional consulting paycheck, even a small one, makes me inordinately happy.
I’m fortunate to have a traditional defined-benefit pension. It built up over 31 years of working with a large aerospace engineering firm.