MY FATHER LEFT US—my mother, sister, brother and me—in 1951, when I was age 10. With the help of her parents, my mother managed to raise us three children until we each got married. I knew I wasn’t as well off as many of my parochial school classmates, but I never felt poor. Still, we didn’t waste a cent, and that became a lifelong habit.
It’s been a long journey since then—service in the Army and Army Reserves,

THE LAST TIME I HAD a job where I was eligible for a pension was 1994. People with pensions seem to count the days till they’re eligible to collect their monthly check. That makes sense: They know there’s gold at the end of their working life. I didn’t have this sort of “golden parachute.” If I didn’t save, I couldn’t retire.
From 1994 on, funding my 401(k) and IRA were my only paths to a comfortable retirement.

I WAS FASCINATED with retirement planning during the final decade of my career. I read many financial books and focused on saving diligently. Yet, after retiring several months ago following a 39-year career as a research and development engineer, I had a rude awakening.
You can plan all you want, but then comes an unexpected situation that derails everything. As boxer Mike Tyson famously said, “Everybody has plans until they get hit for the first time.”
In the brief time I’ve been retired,

IN A RECENT ONLINE discussion, I compared the benefits of an immediate-fixed annuity with the 4% retirement-income rule. The 4% rule suggests that investors can withdraw 4% from a well-balanced investment portfolio in the first year of retirement, and then add annual inflation adjustments without fear of running out of money over a 30-year retirement.
Using the NewRetirement annuity calculator, I found that a 65-year-old man could purchase an immediate annuity for $1 million,

IS A STORM COMING? Long before I discovered HumbleDollar, I regularly read articles by Scott Burns. Now in his 80s, Burns was a popular financial columnist who wrote for the Boston Herald and later The Dallas Morning News. He’s a graduate of Massachusetts Institute of Technology, so he’s comfortable presenting quantitative arguments. Burns is an advocate of low-cost index funds, and he helped popularize couch potato investing,

I RETIRED ALMOST TWO years ago, at age 56. My wife, who is nine years younger, decided to semi-retire so we could relocate from Rhode Island to Florida. We were able to afford early retirement in part because we’d lived below our means for many years, diligently saving while also paying off our mortgage and other debts.
Relocating to a state with a lower cost of living and lower taxes also helped. In addition,

DURING MY FINAL NINE years with the Coast Guard, I was involved in decisions regarding search-and-rescue operations. We were almost always working with imperfect information. For three of those nine years, I was responsible for all missions in one section of the Great Lakes and, in my last year, I made the final decision on when to suspend search-and-rescue operations in an even larger area.
To lower risk, we often assumed the worst, and threw copious operational resources at the situation.

WHEN MY DAD HAD cancer, we’d take walks through the neighborhood. One day, on our stroll, we met a neighbor, Ted. My dad introduced me. “This is my son, Denny, he’s taking care of me.”
Ted gave me a smile and said, “I hope my son will take care of me if I need help.”
Not long after that conversation, my dad was in hospice care. My mother and I were standing over his bed.

I BEGAN MY CAREER at a small startup biotech company, only to realize the place had too much office politics, plus not enough credit was given for new discoveries. That was at odds with what I wanted, which was to be a research scientist focused on the basic principles underlying diseases.
Fortunately, I was offered a tenure-track academic position at a large medical school in Houston. I never looked back. Indeed, I consider myself one of the fortunate few who woke early each and every day to pursue their life’s passion.

WHEN I WAS IN COLLEGE, working toward a bachelor’s degree in music education, a friend’s dad told me about Vanguard Group. I’d never heard of Vanguard, and I had no idea what a mutual fund was.
I did some research on the firm and its founder, John Bogle, and read his book Bogle on Mutual Funds. Soon after, at age 19, I opened an IRA at Vanguard and thereafter contributed the maximum allowed every year.

I HAD MY SIGHTS SET on retiring at age 59. Not exactly FIRE—financial independence-retire early—but certainly a bit earlier than my peers, close friends and family. I wanted to seek new challenges after spending more than 25 years in academic research. Our financial plan was solid. My wife and I calculated we’d have more than enough retirement income.
But my plans were upended, first by the COVID-19 pandemic and then by two life-threatening health issues.

I SAID GOODBYE TO my career in the retail industry nearly five years ago, at age 39. I’d had my eye on early retirement as soon as I entered the workforce.
My first job out of college was with an upstart retailer, where I worked 80-hour weeks for many years as I sought to improve my skills, knowledge and reputation. I did well, earned multiple promotions, and had high hopes for a life-changing payout from the company’s planned initial stock offering.

HERE’S SOMETHING that’ll surprise exactly zero readers: I’m a planner. Even though I haven’t yet fully retired, I’m already worrying about how short the active part of my retirement will be.
For this, I blame my fellow HumbleDollar writers, as well as those who post comments. Many folks who are active on the site are older than me, and they’ve given me a sneak peek at what lies ahead. One thing I’ve learned: At some point between age 75 and 80,

WHEN I WAS GROWING up, my father would drag me to his office in lower Manhattan a couple of Saturdays each month. He always claimed it was to teach me “the value of a dollar.”
He was raised below the poverty line, and felt my mother spoiled me and that I needed to learn what it meant to work. I now realize he was right, but back then I thought he just wanted an audience who he could then impress with his business exploits.

I’M THINKING ABOUT retirement—again. But this time, it isn’t my retirement, but rather my wife’s. I earn our family’s primary paycheck, so I’m usually the focus of our discussions when we sit down to scrutinize the numbers and comb through the calendar, looking for a date when we should each hang up our physical therapist’s goniometer.
Even though I earn the bigger income, my wife has diligently worked just as long as I have,