MY GRANDFATHER FALLS into the category of folks who are “not long remembered.” He died more than 75 years ago. None of his children or their spouses is alive. The one grandchild alive at the time of his death was only a few months old. It’s safe to say his memory has been all but erased, and yet his story offers a glimpse into what working life was like in the first half of the 1900s.

I CHUCKLE WHEN I read Lucille Ball’s gentle admonishment that “the secret to staying young is to live honestly, eat slowly, and lie about your age.” That’s not so easy anymore, ever since the internet outed us all.
But I’m not above using a little subterfuge. After all, forced disclosure is never comfortable. When asked how old I am, my usual reply is “any woman who will tell her age will tell anything”—a remark sometimes attributed to Mary Kay Ash.

OUR INCOME TAX SYSTEM is based on voluntary compliance. Taxpayers are responsible for reporting all their income and paying the required taxes.
In assessing tax returns, the IRS differentiates between tax avoidance and tax evasion. Tax avoidance is “an action taken to lessen tax liability and maximize after-tax income,” while tax evasion is “the failure to pay or a deliberate underpayment of taxes.”
What are the major sources of tax evasion? Under-reporting income seems to be No.

WE WERE DINING WITH close friends when the conversation turned to foreign travel. Stories were recounted of ventures to exotic and faraway lands filled with inspiring people, unique cultures and historic sites.
My wife and I were humbled by the sheer number of trips our friends had taken. We were shy to admit that our international travel bucket was relatively empty, and we had embarrassingly few stories to share.
This wasn’t a matter of keeping up with the Joneses.

IN 1954, THE SPANIELS sang, “Goodnight, sweetheart, well, it’s time to go.”
It may not be time for me to go, but it is time to hand over the keys to our rental properties to my wife, Alberta. Since 1983, I’ve had primary oversight over our family’s residential real estate. At age 79, I’m dogged by heart disease and cancer, and weary of scrimmaging with delinquent renters and dishonorable service people. After assisting me and grooming for the role,

JOHN D. ROCKEFELLER was the richest man in the U.S. in 1918, which happens to be the year my father was born. His $1.2 billion net worth at that time would have the buying power today of more than $24 billion.
Rockefeller, with his massive wealth, could purchase things most of us can only dream about, such as sprawling estates and gigantic yachts. Still, in many ways, today’s millionaire next door has more purchasing power than this billionaire of yesteryear.

I RECENTLY WROTE an article about our purchase of a new primary residence, and our plans for our existing beach house. On the same day, HumbleDollar published a companion article that I also wrote. That second piece discussed the tax implications—and complications—of converting a former primary home to a rental property.
We had purchased the new home using a mortgage, and our plan was to refinance the beach house and use those funds to pay off the mortgage on our new primary residence.

MARCH MADNESS HAS descended on my family. I’m not just referring to the hoopla surrounding the annual NCAA college basketball tournament that runs from late March through early April. I mean the reckoning for our 36-year-old son, and his decision to switch careers and pursue his dream of becoming a professional sports bettor.   
For the 10 years after college graduation, Ryan taught high school math and coached basketball. But in between planning lectures,

BETWEEN INVESTMENTS and our two homes, Connie and I have accumulated a respectable net worth. I don’t expect we’ll need those assets to live on. What will happen to our money?

It’ll continue to grow, I hope. I want to be sure there’s sufficient wealth if, say, we need to pay for long-term care.
I want the income generated by our investments to be available to Connie, should I predecease her. She’ll also receive Social Security and survivor benefits from my pension.

HAVE YOU EVER HAD one of those debates where you come up with the winning argument—hours later, long after everybody has gone home?
Among the many financial topics that cause confusion, extra-principal payments on a mortgage deserve a special mention. For decades, I feel like I’ve been trying to stamp out the nonsense that’s spouted on this topic, and I think I finally have the answer. Maybe.
The chief reason for all the confusion is a mortgage’s shifting mix of principal and interest.

MY WIFE AND I recently returned from a 14-day cruise to the Caribbean with my 96-year-old mother. Since my dad passed away in 2009, my wife and I have gone on several cruises with my mom.
We departed from and returned to Fort Lauderdale, visiting eight Caribbean islands: St. Kitts, Guadeloupe, St. Lucia, Barbados, Grenada, Trinidad, Martinique and Aruba. For my wife and me, the fare was $2,200 per person for a room with a balcony.

WHEN I GOT DIVORCED, my ex-wife told the judge at family court that I was good with money. But most folks I knew at that time wouldn’t be so kind: They’d say I was cheap.
No, I didn’t align myself with the financial independence-retire early, or FIRE, movement. During my days as a driver-salesman, after I diverted 15% of my pay into the 401(k), I spent every nickel raising the kids, paying the bills and trying to keep up with my big bucks buddies.

MARCH MADNESS IS upon us, with millions of sports fans rooting for their favorite college or university basketball team. For your team to win, all other teams in the tournament must lose—a zero-sum game. We accept this as part of the sport.
What’s that got to do with finance? Household economics can be a similar win-lose tournament. But it’s a zero-sum game that’s rarely acknowledged.
Relative purchasing power. In the U.S., we have some 130 million households that collectively possess roughly $150 trillion in wealth.

MANY FOLKS DELAY financial gifts to family and charity until their death. But I advocate a different approach: giving generously during our lifetime, or what I like to call “giving with a warm heart, not a cold hand.”
This not only transforms the lives of the recipients, but also enriches those who give, making their lives more meaningful and fulfilling.
One of the most compelling reasons to give during your lifetime: You get to see the impact of your generosity.

OUR COURTSHIP WAS both ripe with joy and fraught with tumult. One scene is emblazoned in my memory. Alberta and I had just finished lunch on the grass in front of the campus cafeteria. I was slumped over, exhausted by the frantic academic scramble to get published and disillusioned by the political intrigues.
Alberta read my mood and rested my head in her lap, as she ran her hand softly through my hair. Schooled by my parents to keep an eye out for retirement and advancing age,