Andrew retired in 2017 after almost four decades practicing criminal law in Austin, Texas, first as a prosecutor and then as a defense attorney. He and his wife Rosalinda, along with their dogs, live outside Austin, at the edge of the Texas Hill Country. Their four kids are now grown, independent and successful. They're also blessed with four beautiful grandkids. Andrew loves dogs, and enjoys collecting pocketknives and flashlights.
HERE AT HUMBLEDOLLAR and in many other places, this point has been made: The best investment portfolio isn’t the one that’s theoretically or empirically superior. Rather, it’s the one that lets you sleep at night.
What I’ve found, as far as my portfolio goes, is that the necessary prerequisite for a good night’s sleep is one thing above all else: an oversized cash reserve. By that, I mean a cash hoard that can handle not only the most likely contingencies,
WE INCREASINGLY DO business with gigantic impersonal companies: banks, insurers, credit card issuers, cable and phone companies, utilities, and huge retailers like Amazon, Home Depot and Walmart. Often, we deal with them at a distance—by phone, mail, and especially online or via email.
When disputes or problems arise, we’re typically forced to contact their so-called customer service departments, which are often sorely lacking in service. Even before getting to a human, we have to run the gauntlet of an annoying robot,
I’M A DINOSAUR. Not only do I prepare my own tax return with no help from an accountant or tax preparer, but also I do it by hand. Yep, that’s right—no TurboTax or other computer program.
I really can’t use the computer programs because I often attach an oddball form or two that they don’t offer. On top of that, I always add “annotations” to parts of my return. These additional explanatory notes may be helpful to the IRS.
AH, A SECOND HOME—a fond dream for so many. While we try to justify a weekend house as a “good investment,” they’re often bought to fulfill some emotional need.
For some, it’s a beach house. For others, it’s a mountain getaway. But for me, it’s always been a place in the country. I’m an introvert. The prospect of getting away from crowds and noise to a secluded place of peace and quiet is my ideal.
ONCE UPON A TIME, I thought it was a little unseemly to pay a lot of attention to costs. My father grew up in a farm family with little money. He was the first to attend college and, indeed, went on to law school from there. He did well in his profession and, when I was growing up, we lived a comfortable—though far from luxurious—life.
Maybe because he’d spent his youth worried about money,
WHY DO I AVOID individual stocks today? I’ve previously written about the big loss on a broker-recommended stock that led me to manage my own investments.
That loss, however, didn’t deter me. In my early days as a do-it-yourself investor, I mainly bought mutual funds, albeit too many of the high-fee actively managed variety. But I still had an interest in picking individual stocks.
In fact, it was part of my investing heritage. My father had always invested in individual stocks.
IN AN EARLIER article, I wrote about a catastrophic stock market loss that taught me—the hard way—about the benefits of diversification and the importance of managing my own investments. That loss derailed our plans to build a large and expensive home in the hills overlooking Austin, Texas.
We were heartbroken at the time. This had been our dream for several years. But it’s funny how life works out sometimes—and it may have been the best thing that ever happened to us.
THIS IS THE STORY of a bitter life lesson that taught me two things: the desirability of managing my own investments and the perils of putting almost all my eggs in one basket.
In the late 1980s—and early in our marriage—my wife and I were busy raising four kids, while also managing two demanding careers. Our dream was to build a beautiful house on a large wooded lot that we owned in the hills west of Austin,
