WHILE VISITING MY mother, I walked along my old paper route. It made me wonder: Which customer am I?
It helps to have a little background on these long-ago entrepreneurs. Paper carriers were independent contractors with the local newspaper. We were given a territory—the route. We purchased the papers from the newspaper company and then delivered them to our customers. Every other week, we would also go around to our customers and ask for payment for the preceding two weeks.

IS IT JUST ME OR HAS dealing with health insurance companies become more confusing and frustrating? Trying to figure out who to speak to feels like that classic Abbott and Costello comedy routine, “Who’s on first?”
My wife retired last July. For the previous four years, we’d used her employer-provided medical benefits and now we needed to shop for coverage. Under my old employer’s pension plan, pension-eligible employees like me—who retired prior to beginning Medicare—were eligible to sign up for one of the company’s medical plans.

KNOWING WHAT RETURN you can reasonably expect from stocks, bonds and other asset classes is valuable because it can help you make more educated asset allocation choices. It also helps you decide how much you need to be saving. If expected returns are low, you’ll need to save more.
Such estimates don’t require extraordinary clairvoyance. In fact, when it comes to bonds, estimating returns is quite straightforward. The expected return from a bond is very close to something called the bond’s yield to maturity,

IT’S BEEN A STUNNING quarter for the bond market. According to Bloomberg, short-term interest rates have seen their biggest jump since 1984, as measured by the yield on two-year Treasury notes, which now stands at around 2.3%.
The rise this time around seems especially sharp, considering how low yields were at the start of 2022. Back in the early 1980s, the two-year Treasury yielded north of 10%, versus barely above 0% at times last year.

IF THERE WAS ANYONE who should have been emotionally unprepared to retire, it was me. In the years immediately before, I was at the top of my career. I’d been promoted to vice president. I had virtual total control over my job. I was recognized by nearly every employee because of my extensive employee benefits communications and the fact that I’d negotiated benefits for decades. I was among the few who routinely met with the company’s chairman.

THERE ARE MANY virtues, but one of the rarest is persistence in following through. In our complicated world, often you can’t get something done on the first go. Instead, you have to revisit the task, sometimes more than once. This is true not just of financial decisions but also many other aspects of our lives.
In fact, if you’re trying to get folks to do something, often their first defense is to stall—because they know that,

AS YOU MIGHT GUESS, my favorite Seinfeld episode is “The Stock Tip.” It starts with a conversation between George and Jerry.

“My friend Simons knows this guy Wilkenson,” George says. “He made a fortune in the stock market. Now he’s got this new thing.” George goes on to explain that Wilkenson has millions invested in a company called Centrax.

He urges Jerry to invest along with him, though the details are thin.

I LET MY EMPLOYER know last week that I’m leaving. It’s a strange feeling to think I’ll soon be saying goodbye to the daily routine I’ve followed for more than two decades.
When I began working at the college, I was 31 years old. If I wore my blonde hair up in a ponytail, I was often mistaken for a student. But working at a college provides a unique perspective on aging. Every year,

AS INTEREST RATES head higher, where should bond investors turn?
A lot of ink has been devoted to Series I savings bonds—for good reason. The initial yield, which applies to bonds bought through April, is north of 7%. Come May 1, it might go even higher if the inflation rate continues to climb. The recent energy price surge wasn’t fully reflected in February’s Consumer Price Index, so the coming months’ reports could be even more alarming.

THERE ARE TWO THINGS that Americans loathe paying: taxes and health care costs. When those two come together, watch out.
That brings us to IRMAA, short for income-related monthly adjustment amount, the steeper Medicare premiums paid by retirees with high incomes. Those who pay IRMAA are often livid about the extra cost.
I looked up my Social Security records. Over my working career, I paid $98,062 in Medicare taxes and my employer paid $97,735,

WE NEEDED MONEY to close on a new home. The mortgage process progressed smoothly—until the underwriters suddenly rejected the property right before closing. To get together the money needed to close, my wife and I had to resort to loan sharks—ourselves.
We borrowed from our IRAs. The rules allow tax-free distributions for either a 60-day rollover to a new IRA or reinvestment back into the same IRA. When we called Vanguard Group to execute our “rollovers,” the phone reps were well-versed on this short-term,

I HATE LOOKING AT life through the lens of taxation. But at this time of year, it’s hard to avoid.
I’ve been doing my own taxes for more than four decades. But this year represents a new milestone in my tax return preparation career. We moved from Pennsylvania to New Jersey at the end of March 2021, so I’ve had to prepare 2021 tax returns for both states. Although I’d researched New Jersey’s tax code and made an estimate of what the differences would cost,

IN A RECENT BLOG post, I mentioned a coworker’s Lexus. One commenter—none other than fellow HumbleDollar contributor Dick Quinn—noted that, while “there is no logical reason” the coworker needed a Lexus, he might have motivations I didn’t know about.
I didn’t mean to imply my coworker had made an imprudent choice. I spent my career working with engineers and scientists. As a group, we were well paid. We could afford pretty much anything we wanted—just not everything we wanted.

WHEN I PURCHASED a house in Portland, Oregon, in 2018 for $375,000, my plan was to stay in it for four years. By 2022, if everything went according to schedule, I’d be set to retire from my fulltime job. Then I’d sell the house, and my husband and I would move to Arizona, where we’d purchased a second home in 2019.
Conventional wisdom suggests that homeowners should plan on remaining put for at least five to seven years to come out ahead on a home purchase.

I RECEIVED A GREAT education at Northwestern University in the 1980s. But the school’s commitment to excellence seems to have fallen short when it comes to the 403(b) retirement savings plan for teachers and staff.
Northwestern’s plan offers a generous 5% match and more than 400 investment choices, according to court filings. The lengthy list contained some clunkers, though, such as retail-class mutual funds when the plan could have offered lower-cost institutional shares instead.