ONE OF THE GREAT mysteries in finance is the reluctance of retirees to annuitize more of their portfolio. Annuities—and here I’m referring to plain-vanilla income annuities—provide a guaranteed income stream for life. Examples include Social Security and company pensions. Income annuities can also be purchased from insurance companies. When you buy an immediate-fixed annuity from an insurer, you exchange a lump sum for a guaranteed, monthly payout for the remainder of your life and,

U.S. AND FOREIGN STOCKS are highly correlated, with monthly returns that move in the same direction almost all the time. Because of this, some have argued that there’s scant reason to diversify internationally.
But there’s a small problem with this argument: Just because investments move in the same direction doesn’t mean they generate the same return. For proof, consider the past 20 calendar years.
Over that stretch, there were only three years when U.S.

I SERVED ON a scholarship committee for a local foundation. We offered awards to college students entering their sophomore year. Our coordinator had the unhappy job of explaining to some students and parents that, even though their students had a full freshman schedule and passed all their classes, they didn’t actually have sophomore standing. How can this be? The answer is remediation.
Almost 24% of entering college freshmen at Ohio universities required remediation in English or math and 6% needed both.

I’M NOT A RULE BREAKER. In the nearly 40 years I’ve had a driver’s license, I’ve received just one traffic citation. I follow all the laboratory safety rules when I’m at work. When I fly, I’m the person who removes the card from the seatback pocket and follows along with the flight attendants as they do their safety briefing.
But when it comes to finances, I don’t always follow the rules laid down by accountants,

TEN YEARS AGO, I recall sitting in a meeting at a local financial planning firm. We hadn’t heard of cryptocurrencies. The term “FAANG stocks” hadn’t yet been coined. On the minds of many individual investors was a different hot asset: gold.
Gold is the butt of many jokes in the financial blogosphere these days. Who can blame them? The shiny metal is flat over the past decade—and, of course, has produced no dividends in that time—while the S&P 500’s total return is more than 370%.

THE MUCH-DEBATED 4% rule—which I wrote about back in July—is a popular way to think about portfolio withdrawals in retirement. But it isn’t the only way. Another approach, called the bucket system, is also worth understanding. Below is some background.
What is the bucket system? As its name suggests, an investor divides his or her portfolio into multiple containers. Each container, or bucket, is then assigned a different role.
The most popular implementation of the bucket system involves three containers: The first is earmarked for a year or two of spending and is held entirely in cash.

TEACHERS SHARE space with people who aren’t as knowledgeable or understanding of a subject as they are. Sometimes, students will display incredible depths of ignorance. Most students try, but there are some who are unwilling to meet a teacher even halfway. Worst of all are the insolent ones. Proud of their ignorance, they dismiss the subject—and the teacher—with not-so-veiled disrespect.
You know what a good teacher does in the face of all this? She takes a moment,

BECAUSE WE’RE HUMAN, we always find something to complain about. But I’ve come to believe there’s never been a better time to be a regular, everyday investor.
No, I’m not suggesting stocks are some great once-in-a-lifetime bargain. Rather, I mean the choices available to investors have never been greater, thanks in part to the growth of exchange-traded funds and the disappearance of brokerage commissions. On top of that, the costs of fund investing have never been lower.

WHEN WE CHOOSE TO do one thing with our time and money, we’re also choosing not to do countless other things. The purchases made and the possibilities forgone sometimes turn into lasting regrets.
That is, to a degree, unavoidable. We often misjudge not only what we want today, but also the wants of our future self. Still, I firmly believe we can all do better—if we avoid impulsive decisions and instead spend time thinking through life’s key tradeoffs.

LIKE MANY RETIREES, I have a 401(k), a brokerage account and a couple of modest rollover IRAs, plus a small—very small—annuity purchased 35 years ago in my more naive days.

Unlike most retirees, I also have a pension. My pension and our Social Security benefits comprise the income that covers our ongoing spending.

Why then am I addicted to checking my investment performance every day? Ask me and I’ll know my 401(k) balance. In fact,

A FEW WEEKS AGO, fellow contributor Dennis Friedman discussed how he’ll remain in California for retirement, despite the lower cost of living elsewhere. Dennis’s post got me thinking about the conversations I hear at my local dog park in Newbury Park, California.
A local realtor regularly talks about the many longtime homeowners who are moving out of state. Within days of listing their home, sellers receive multiple offers above asking price. The sellers then move to places like Arizona,

ARE THERE TIMES when we waste too much energy in pursuit of a good deal? I have clients who get so caught up in proving they’re smart consumers that they can neglect their own needs.
One client runs a successful business. She’s saved more than enough to retire early, should that become her goal. She’s an outstanding negotiator. The problem is, her diligence can sometimes cause her stress.
She and her husband have young kids.

THE GREEN KNIGHT is a new, Arthurian-age fantasy film that was released at the end of July. The crux of the story: The Green Knight offers a challenge at King Arthur’s court. He will allow any knight to take a swing at him with his great axe, as long as that knight agrees to receive a blow a year and a day later. Sir Gawain, one of the youngest of the Round Table,

A DECADE AGO, I was sure I knew everything. I scrimped and saved as much as I could to fully fund my retirement accounts. My goal was to retire early. All that was fine for me.
My error: casting my credos on others. I gave my parents grief for what I considered to be their excessive spending and insufficient regard for long-term planning. I was wrong.
While it’s imperative for those in their 40s and 50s to have their retirement plan on track,

THE GOVERNMENT will be able to pay full Social Security benefits only until 2033, according to the latest trustees’ report on the Social Security and Medicare trust funds. After that, Social Security’s trust fund will be depleted—and it could only cover 76% of scheduled benefits with the money it collects in payroll taxes.
The timetable is even worse for Medicare Part A, which pays for inpatient hospital care. Its trust fund will be empty in 2026.