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The Wrong-Sided Man

Dennis Friedman  |  May 8, 2025

I usually go for my four-mile walk before sunrise. I like to get an early start to my day. I’ve gotten to know a few folks who I see on my way around the neighborhood. We exchange pleasantries as we pass each other.
But there’s one gentleman who is not so friendly. He looks like he’s in his early thirties—about forty years younger than me.
All the people I encounter walk on one side of the sidewalk,

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Generational Perspective

Rand Spero  |  May 8, 2025

Many Humble Dollar readers, including myself, are on the older side – approaching retirement or already retired. Readership tends to be relatively affluent and educated. Our financial and social perspective may at times be influenced by a generational outlook. At the risk of overgeneralizing, here are some possible baby boomer versus Under 40 year old viewpoints:

Artificial Intelligence

Baby boomer: A new development with many unknowns and exciting possibilities. AI could play a dangerous role in future scams targeting them. 

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Feeling Secure

Jonathan Clements  |  May 2, 2025

I love going to bed. There’s something comforting about lying in the darkness, wrapped in the sheets and blankets, knowing the wider world is unlikely to intrude. What bad could possibly happen? To me, there’s no safer place.
No doubt others feel differently, finding a sense of security elsewhere—in their SUV safely separated from other drivers, in the hefty balance in their checking account, in their large house fenced off from their neighbors, in their modest monthly financial obligations,

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Kind Hearts are More than Coronets

Marjorie Kondrack  |  Apr 28, 2025

The Cancer Center seemed a little bleaker and colder during my last session.  My husband usually accompanies me to my sessions but I was alone for the first time.
I noticed the woman in the cubicle next to me, as we had both been there at the same time for the past 4 weeks.  She was also alone, getting her treatment, wearing a bonnet- the bonnet type hat many women wear who have lost their hair to chemotherapy.

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Let’s Be Adults

Jonathan Clements  |  Apr 22, 2025

I have no desire to oversee a website where folks work out their anger issues by posting snarky political comments. But lately, that anger has been on full display, and we all know why. Love him or hate him, Donald Trump clearly elicits strong emotions.
But here’s the thing: Those strong emotions may be justified—but they’re hard to justify on financial grounds, just as they were hard to justify during the Biden presidency. Consider:

The unemployment rate was 4.1% when Biden left office,

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SCOTUS AND THE ODD COUPLE

Marjorie Kondrack  |  Apr 15, 2025

At a time when American society has become increasingly polarized, I can’t think of a more propitious time to look at an example of how respect, civility and friendship  can flourish and overcome dissenting factious opinions.
There is no finer example of this than the friendship that existed between former Supreme Court Justices Antonin Scalia and Ruth Bader Ginsburg,  who eventually became to represent two branches of the Supreme Court.  Affectionately known as R.B.G by her supporters,

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Don’t Push It

Jonathan Clements  |  Apr 11, 2025

I’M ALL IN FAVOR of striving. But I’ve also belatedly come to see the appeal of acceptance.
Should we strive for more, or should we accept what we currently have and what’s currently on offer? As I’ve noted in earlier articles, there’s great pleasure in striving. We love the feeling of making progress, even if our achievements don’t make us happy for long. It’s an instinct we no doubt inherited from our hunter-gatherer ancestors.

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Lesson Three From Taking Care of a 102 yo in Her Last Year of Life- The Role of Faith in Dying

David Lancaster  |  Apr 6, 2025

From the outset let me be clear I am not a religious person for several reasons, one being my personality. My personality is the type that has to see something to believe it. However there is song  Walk On by U2 which has some of the most poignant lyrics in music history. There is a phrase that goes, “
“You’re packing a suitcase for a place none of us has been.
A place that has to be believed to be seen.”
Why am I quoting U2?

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I don’t feel comfortable being “wealthy”

R Quinn  |  Apr 1, 2025

I have been pondering over this post for several days. I fear it will be misinterpreted, but here goes.
I don’t feel comfortable being wealthy. Like it or not, justified or not, planned or not I meet the typical definition of wealthy. These days that seems a dirty word – even though I’m not near the eight figure mark let alone ten.
I just finished our income taxes and it actually feels like we did pay our fair share.

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Mirror, Mirror on the Wall

Marjorie Kondrack  |  Mar 26, 2025

They say at 20 years of age you have the face that nature gave you.  At 40, you have the face life gave you and at 60, you have the face you deserve. This is a variation on a quote attributed to both George Orwell, author and essayist, and Coco Chanel, fashion maven. If this is true, it means  that our choices and attitudes leave an indelible mark on our character which ultimately surfaces in our physical appearance.

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Help Wanted

Jonathan Clements  |  Mar 25, 2025

If you could offer your fellow readers one piece of advice that you’re confident would improve their life, what would it be?
To get us rolling, here’s my suggestion: Be generous with others—but do it when they aren’t expecting it. For instance, folks expect to receive gifts on their birthday, so any gifts you give likely won’t seem all that special. What if, instead, you present them with a gift out of the blue? The element of surprise has the potential to make the gift especially meaningful.

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And Another Thing….

Marjorie Kondrack  |  Mar 17, 2025

Henry James is one of my favorite authors.  In the late 1880s He wrote a novel, Washington Square,  which was adapted into a play and an award winning movie, “The Heiress”.  Olivia dehavilland starred as Catherine Sloper, a shy, ordinary looking, socially awkward young woman, who stands to inherit a large fortune.
Montgomery Clift, was Morris Townsend, her handsome, charming but ne’er do well suitor—and a wonderful English actor, Ralph Richardson, as Dr. Austin Sloper, Catherine’s father.

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Care to join me on my yacht cruising the Mediterranean? Do you envy the super wealthy? RDQ

R Quinn  |  Mar 17, 2025

There was a time when I probably did- that was many years ago when sailing around the Mediterranean in my luxury yacht was a fantasy. Once, decades ago, I actually explored the cost of renting such a yacht. Back then it was $200,000 a week, plus tips for the crew and the cost of the food you selected. I was afraid I couldn’t afford the tips- but I could bring eight friends to impress.
These days I don’t envy of the billionaires,

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Four Thoughts

Jonathan Clements  |  Mar 1, 2025

WHEN I STARTED writing about personal finance in the late 1980s, my focus was on giving “actionable” money advice. Here, at the end of my career, I’m more interested in offering thoughts that’ll help folks with all areas of their life, financial and otherwise.
I’m not sure how many articles I have left in me. Fingers crossed, it’ll be many more than my current diagnosis suggests. But whatever the case, here are four thoughts that I’d like readers to remember:
1.

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How Do You Spell Research?

Dan Smith  |  Feb 24, 2025

“Do your own research” are words that pop up in many forum posts, and I agree it’s important for people to dig into various things before making a purchase or forming opinions on important matters. Research for an unbiased writer probably includes things like interviewing sources, checking their facts, citing references, furnishing bibliographies, and etc. At the other end of the spectrum someone like my friend Bubba down at the local watering hole might consider Facebook,

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