I LOVE TO TRAVEL—and it runs in the family. My parents were avid travelers, with my father receiving a generous travel allowance from his work every four years.
In addition, my father always managed his time and budget for numerous other trips. After his passing, my brother and I took turns maintaining the travel tradition with our mom, until plans were disrupted by the pandemic.
After retiring this year, I eagerly anticipated visiting my mother in India and taking her on a grand tour.

YEARS AGO, I SAW a Looney Tunes cartoon starring Daffy Duck and Elmer Fudd. As always, good old Elmer was trying to kill a duck for dinner, only to be outsmarted by the much cleverer Daffy.
In this particular episode, Daffy is playing a game of catch with his duck friends outside Elmer’s house. An overthrown ball crashes through a window. Elmer comes out and says, “Who broke that glass? Someone is going to pay for that.” The ducks all bump into each other in their efforts to run away.

I’VE TAUGHT BEHAVIORAL economics, which holds that even our most important decisions are influenced by unrecognized biases. For my students, there’s no better example than the choice of where they went to college.
Although the cost is enormous, the decision of where to go hinges on the smallest things. A teenager who says, “I want to be close to my boyfriend,” will zero in on a nearby college, even if her high school romance is fading.

A RECENTLY RELEASED book titled How to Retire is a goldmine for those in or near retirement. For the book, Christine Benz—Morningstar’s director of personal finance and retirement planning—conducted interviews with 20 experts, covering every aspect of retirement.
The result is a valuable field guide for those tackling life after work. Below are seven insights I found particularly useful.
1. Social connections. When we think about retirement planning, most of us tend to think first about the numbers.

HERE’S A FINANCIAL topic on which I claim scant expertise: spending. Still, I’ve belatedly been getting a lot of practice.
Over the past four years, I’ve spent more freely than at any time in my life. While part of it might be explained by post-pandemic splurging, mostly it’s because I finally convinced myself that I had more than enough saved for retirement. Added to that has been my recent cancer diagnosis, which has prompted Elaine and me to take our spending to a whole new level,

WE’VE ALL HEARD of the obscure relative—often a long-forgotten uncle or aunt—who leaves behind a surprise inheritance. This usually only happens in fairy tales, trashy novels and screwball comedy movies. I certainly never expected it to happen to me, especially at this late stage. But happen it did—from my lifelong friend Katie, who bequeathed me a generous sum.
I learned I was a beneficiary from the will’s executor and from a subsequent letter from the attorney handling the estate.

BASIC ECONOMICS teaches us that scarce commodities are more precious. This holds true for metals, rocks, food—and time. Which brings me to today’s topic: Time spent with my daughter and only child has reached the rare and precious stage.
In summer 2023, scarcity was far from my mind. My daughter and I traveled to visit Grandmama—my mother—five hours’ drive south of our home. The visit itself was short and mundane, with just the usual catching up with my mother and tending to her business.

BY THE 1990s, New York City had been in decline for decades. What brought about the city’s recovery? It was, in part, the broken windows theory.
Picture a vacant building with one window broken. Most people wouldn’t think much of it. But this one broken window sends a signal—and, soon enough, others get broken. How do you reverse this decline? It’s easy: You get rid of the broken windows, and make sure things stay that way.

SOME YEARS AGO, an elderly neighbor came to our door, asking for a favor. She was looking for packing tape because she’d sold her television and needed to ship it. She went on to say that the buyer, who she’d found on eBay, was in Nigeria. It was, of course, an obvious scam. But for whatever reason, she couldn’t see it.
Today, scams like this are better known and easier to recognize. But what makes online fraud such a problem is that the crooks are always developing new tricks.

WE ALL HATE LOSING—and life, alas, is full of it.
I’m not just talking about investment losses. There are the career successes we never had, the relationships that didn’t pan out and the purchases that fell short of our expectations. Almost all of us, I suspect, can recall countless situations that turned out less gloriously than we’d initially hoped.
Yet, even though my failures pain me, they don’t stop me from getting up each day and trying again.

HUGE AMOUNTS OF TIME and money are spent planning for retirement. The focus is almost entirely financial—running the numbers, so to speak. How much do I need to save to retire by age 65? Can I retire with my current nest egg? What are the chances I’ll run out of money?
No doubt these are the sorts of questions that keep HumbleDollar readers up at night. And, yes, the numbers are important.

I’M RELUCTANT TO ADMIT that HumbleDollar is run using smoke and mirrors. But if someone said that, I’d be hard-pressed to disagree.
I’ve long believed that the principles of sound money management are pretty timeless. What you should be doing with your money this year isn’t a whole lot different from what you should have been doing last year, and the year before that, and the year before that.
This notion is baked into how much of the site operates.

I HAVE MY MOTHER to thank for my good savings habits. She opened a savings account in my name when I was a kid. She also made sure I had a Christmas Club savings account every year. I was required to make deposits regularly.
I didn’t mow my neighbor’s lawn, have a newspaper route or sell lemonade on my front lawn. Instead, the money I saved came from the allowance my mother paid me.

WHY IS IT THAT GREAT companies don’t always make great investments? This is a conundrum that’s long puzzled investors because it so clearly flies in the face of intuition.
Indeed, today’s market leaders—companies like Apple, Amazon and Microsoft—are impressive businesses, and their stocks have delivered equally impressive performance, so much so that they and their peers have been dubbed the “Magnificent Seven.” The others in this group are Google parent Alphabet, Facebook parent Meta,

ONE SUMMER MORNING in 2023, my husband Warren and I had an ad hoc business meeting over bowls of cereal. He told me, “The pandemic really hurt my in-person speaker’s business. I’m not sure it’s ever going to come back.” Then I mentioned that my freelance-design income had also really slowed down, the result of a lack of marketing and enthusiasm on my part.
Neither of these was a newsflash. But that was the moment we realized this is what retirement looks like for a self-employed couple in their mid-60s.