ONE OF THE MOST exciting events at a track meet is the relay race. Each runner has to run his or her leg, and then hand over the baton to the next runner. If the baton gets dropped, the team usually loses.
My wife and I occupy two roles in our financial life. I save the money and my wife spends it. This arrangement works well for my wife. When she complains about my frugal nature,

WHEN WE UPDATED our wills last year, my wife and I attempted to cover every imaginable scenario, including the future state of our children’s marriages, grandchildren, step-grandchildren and the like. Still, we and our lawyer missed one outlier scenario: What if our whole family was wiped out simultaneously? Think airplane or car crash.
This risk crossed my mind when our small family took a flight together for a recent vacation. Our core family is just six people: us and our two children,

MORE THAN 40 YEARS ago, I was an agent for the Internal Revenue Service. During training, we learned about auditing individuals, corporations, subchapter S corporations, Schedule C businesses, partnerships and probably a few other areas that I’ve since forgotten. But there was one area we didn’t touch: trusts.
That puzzled me, so I asked the trainer why. His response: “You aren’t smart enough to audit trusts.” He told me that how trusts operate might change drastically based on slight differences in wording.

I’M THE OWNER OF one-sixth of a house in Sarasota County, Florida. There was no cost to me to acquire it. I also don’t have to make payments for property taxes, maintenance, the mortgage or the homeowners’ association. And, no, I haven’t had a change of heart about investing in rental real estate and, no, the property isn’t part of some passive micro-investment syndication scheme.
Rather, my mother signed a life estate deed, also known as a quitclaim deed,

WHAT HAPPENS WHEN you’re hit by the proverbial beer truck? Will it be easy for others to pick up the pieces—the pieces of your financial life, that is?
To my knowledge, my wife isn’t checking the delivery schedule for the Anheuser-Busch brewery here in Columbus, Ohio. Still, she’s worried about the complexities of our finances. I’ve made a concerted effort since I retired to consolidate and close financial accounts, reduce our investments holdings, and streamline where it makes sense.

MY FATHER DIED WHEN I was 15 years old. My mother didn’t work outside the house, so we now had no money coming in. She eventually got a job as a receptionist in the local hospital’s X-ray department, but she only worked weekends and holidays. Meanwhile, by then, my older brother was married and out of the house, so he wasn’t affected by this change in our family’s financial circumstances.
As I saw it,

WHEN I WAS BORN IN Iowa in 1973, my parents were renters—and they didn’t become homeowners until eight years later. Looking back, I can see that it would have been hard for them to buy a house. When my dad started at the factory where he worked for more than 30 years, it didn’t pay the best.
But as Bandag, the retread company he worked for, began to prosper under its founder Roy James Carver,

I OUTLINED 10 REASONS everybody should have an estate plan in a 2018 article—and what was true then remains true today, especially for those whose assets could be subject to estate taxes.
Under today’s rules, the federal estate tax applies to individuals with assets over $12.9 million. That might sound like a high number. But in 2026, the limit is set to be cut in half. In addition, many states impose their own estate tax,

I’VE WRITTEN BEFORE about harvesting tax losses and using them to offset the gains from selling other investments. We have a bit of a sprawling portfolio, with numerous small positions and lots of embedded capital gains.
Gradually harvesting gains would simplify the portfolio and make it more tax-efficient. And if we do so during these early retirement years, while our income is low, and if we can partially offset those gains with realized losses,

WANT TO DONATE TO charity? It usually makes sense to give now rather than upon death. You’ll get the pleasure of helping a cause you care about, and your generosity may also earn you an immediate tax deduction.
But what about giving money to your children or other heirs? This is a much trickier question, one I’ve thought about a lot ever since my first child was born almost 35 years ago.
Giving now.

I SAT IN THE LAWYER’S office in Erie, Pennsylvania, in the summer of 2011. He was handling the high six-figure inheritance I was about to receive. I should have been overjoyed, but I was exhausted.
In fall 2004, my mother, a 70-year-old former elementary school teacher, had suffered a massive stroke and developed vascular dementia. My father, a 76-year-old former elementary school principal, had tried to take care of her by himself. He fell ill in summer 2006 and died that fall.

WE BOUGHT A FARM earlier this year. We already have a greenhouse business, where we grow flowers, as well as several small tracts of land. The purchase was part of our farming plan, which involves expanding our crop business as opportunities arise.
But buying a farm is also part of our estate plan—and our fishing hopes. We now have two ponds with fish. True, they’re very small fish, as far as we can tell from three afternoons of fishing,

“LOOK RIGHT HERE, Charlie. If you click on the background of Windows Vista in just the right place, the script that I developed will launch and give you access to all my online passwords. You will need to know that if something were to happen to me.”
Dad was a self-taught computer nerd and paranoid about securing passwords. The year was 2007.
Dad died in 2018. I didn’t remember where to click to get his passwords.

MY FATHER-IN-LAW Carson was a stereotypical engineer—organized and precise. All four of his children know the motto “measure twice, cut once.” Carson applied these traits to his finances, which he managed on behalf of himself and Mary Jean, his wife. Mary Jean depended on this.
As they aged, Carson maintained his mental acuity, but he was the first of the two to deteriorate physically. Mary Jean was strong physically but slowly surrendered to Alzheimer’s.

MY HUSBAND AND I WERE late bloomers when it came to estate planning. Though we took care of the basics when we became parents, such as purchasing term life insurance and naming a guardian, we never had a professionally executed will and trust until 2016, when we were in our late 50s.
Observing my in-laws, now in their 80s, made us realize how important it was to get our own estate-planning house in order.