FREE NEWSLETTER

Why Money is Taking Up More Space in My Mind Lately

Dennis Friedman  |  Aug 18, 2025

I always loved newspapers. I even gave reporting a try back in 11th grade on my high school paper. It didn’t last long—I struggled with deadlines and once botched the front page with a layout mistake called a “tombstone,” where two headlines sit side by side and confuse readers. Still, that didn’t stop me from becoming a devoted reader over the years.
Recently, I came across an article from The USA Today that hit close to home for me.

Read More

Worth 1,000 Words

Adam M. Grossman  |  Aug 2, 2025

IN THE ANCIENT WORLD, before the invention of the printing press, the most common way to retain information was to build what’s known as a memory palace. The idea was to link words to images, because images are easier to remember.
I’ve found that this strategy works well in personal finance, and earlier this year I described some of the images that I rely on most. Below are several more.
1. Back in 2011,

Read More

Ninety Nine, I mean Eight Retirement Tips

Michael Flack  |  Jun 26, 2025

I met a few months back with the vice-president  of Fisher Investments. One of the benefits of our meeting was a hardcopy brochure titled “99 Retirement Tips.” You can get an electronic version via this link, without having to attend an actual meeting, though it may still come with some very persistent phone calls from Ken and Company.
It makes for a brisk though useful read as every retiree could benefit from going over the basics every now and then.

Read More

Gimme a Reason

Jonathan Clements  |  Jun 5, 2025

When we deploy our hard-earned dollars, we all have our financial reasons. But are we focusing on the right thing? Consider four examples:
Homes. When folks buy a home, they’ll often dwell on the potential price appreciation, the tax benefits and the advantages over renting. But I’d contend there are two reasons that are even more compelling: Buying a home locks in our housing costs and, with every monthly mortgage payment, forces us to save.

Read More

Ask Me a Tough One

Jonathan Clements  |  Apr 18, 2025

I’m not expecting readers to answer all eight of the thorny questions listed below. But I’d love to hear your thoughts on one or two.

What in your past or about your personality explains your investment risk tolerance?
What uses of money—giving it away, saving it, specific purchases—bring you the greatest joy?
Would you be okay financially if U.S. stocks had a 0% total return over the next 10 years?
If you’re still working, what would it take for you to leave the workforce with a sense of satisfaction?

Read More

Picture This

Adam M. Grossman  |  Mar 15, 2025

IN THE ANCIENT WORLD, before the invention of the printing press, a strategy for remembering information was to build a so-called memory palace. The idea was to associate words with images. Even today, this is how participants in memory competitions can achieve feats like reciting a thousand digits of pi.
Similarly, when it comes to personal finance, I’ve found that certain images can help illustrate important concepts. These are the ones I rely on the most:
1.

Read More

My Mistakes

Jonathan Clements  |  Feb 21, 2025

My challenge to you: List your top financial mistakes. Not sure you want to invite the ridicule of others? To make everybody a little more comfortable, I’ll go first. Here are my top six:

When I started investing in the late 1980s and early 1990s, I bought individual stocks and actively managed mutual funds. Admittedly, I went this route because it allowed this cash-strapped investor to get started in the financial markets with a few hundred dollars,

Read More

What Drives You?

Jonathan Clements  |  Jan 24, 2025

We can all recite countless reasons for wanting money. It might be travel, sleeping well at night, early retirement, buying whatever we want or supporting our favorite charities. But if we were going to boil all this down to a single phrase that describes our key motivation, what would we choose?
Here are some possibilities:

To feel financially safe
To spend our days as we wish
To help others
To feel successful
To spend freely
To not worry about money
To leave a legacy
To demonstrate our success to others

There’s obvious overlap among some of these.

Read More

Reality Check

Adam M. Grossman  |  Jan 19, 2025

A QUOTE OFTEN attributed to Mark Twain goes as follows: “It ain’t what you don’t know that gets you into trouble. It’s what you know for sure that just ain’t so.”
This certainly applies to personal finance, and it’s why it can be helpful to take a step back sometimes to revisit widely held notions—including these six.
1. Social Security. You may have heard of Social Security’s “earnings test,” which can reduce the size of monthly checks for those who continue working after claiming benefits.

Read More

What I Watch

Dennis Friedman  |  Jan 15, 2025

MANY FINANCIAL planners say you shouldn’t look at your investment portfolio too often because it may prompt you to make poor decisions based on short-term stock market performance. I try to follow this advice, even though it would be easy for me to take a peek, because we have almost all our money with Vanguard Group.
Ever since we consolidated our investments, I’ve noticed a change in my wife’s attitude toward money: Rachel is more willing to spend.

Read More

Retirement Realignment

Ken Cutler  |  Jan 12, 2025

I retired from my 38-year career as an electrical engineer with the country’s largest operator of nuclear power plants on September 5, 2023. I’d often dreamed about having an enjoyable encore career, and a week after retirement I began working part-time as a Chief Engineer in a consulting firm with a few hundred employees. The job has largely been true to my dream. In the roughly 16 months since I retired from full-time work, my wife Lisa and I have undergone many changes related to our financial lives.

Read More

Join me on a trip down memory lane. It’s likely too long a trip for many readers

R Quinn  |  Jan 9, 2025

Regular HD readers know how old I am, but just for fun how about a trip down memory lane to a very different time. 

When I was a child an ice cream cone was a dime, a slice of pizza was $0.15. There were no malls. Where there are malls today, there were dairy and cattle farms.
When I was really young our milk was delivered by horse and wagon kept cool by blocks of ice. 

Read More

Not Doing It

Jonathan Clements  |  Jan 1, 2025

This is the time of year when financial writers dish out advice for the year ahead. But who wants another to-do list? Here are five things I won’t be doing in 2025:
Flying economy on international flights. Our 2024 trip to Ireland finally broke me. Sitting upright on an overnight transatlantic flight is just too much for my ailing body. I can manage economy on a daytime flight, but now find it pure misery when flying overnight.

Read More

Worth Repeating

Adam M. Grossman  |  Dec 29, 2024

IN THE FINANCIAL world, some topics are serious, others not so much. Since it’s the holiday season, it seems appropriate to look back at some of the past year’s lighter moments.
No joke. In 2019, artist Maurizio Cattelan unveiled a collection he called Comedian. The item that received the most attention: a sculpture that consisted only of a banana duct-taped to a wall. The banana gained fame when it sold at a Miami auction for $120,000.

Read More

Pre-Retirement List

Cheryl Low  |  Dec 14, 2024

At Thanksgiving, my son-in-law was asking me a number of financially related questions about retirement.  He’s about 10 years away from retirement, but he knew I retired last year, so it was fresh in my mind.  I created the following pre-retirement list for him to think about.  Update: The list has been updated based on comments from the HD community.
 HD Community:  Are there any financially-related things you did to prepare for retirement that aren’t listed below? 

Read More
SHARE