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If you save $5 a day for 40 years by not buying coffee, you’ll miss out on an awful lot of caffeine.

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Thinking about downsizing? Think seriously

"That Halloween raven sounds amazing! Not for the first time, I wish we could post photos here."
- DrLefty
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Retirement, One Year On

"Mazel tov, Hung, and thank you for coming to America. You and your wife have made this a better country for all of us."
- Mike Gaynes
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Exercising true frugality 

"For about $17, you can get a box of cards at Costco (50 I think) that has a few for all possible occasions."
- Mike A
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Disposing of Questionable Assets

"Mark, I really enjoyed this. Your last sentence is especially powerful: "Money doesn't have a conscience, that's something we have to give it by how we deploy it." It reminds us that while we can't change the past, we can choose what our money represents going forward. I also appreciated the touch of humor throughout the story, it made what could have been a heavy topic an enjoyable and thought-provoking read."
- Andrew Clements
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Independence Day

"Michael, I share your goal of counting my individual stocks on one hand. Steady as you go, you'll get there. I keep a short "sell next" list of the stocks that I want to sell and update it at the beginning of each year. Some carry over from one year to next but invariably I seem to sell at least two every year. This year I have sold two already (and invested the proceeds promptly in various index funds). One approach that can add a little "juice" on the way out is to sell covered calls on the stocks you are looking to sell.Sometimes you can do this numerous times before the stock finally gets "called away". Whether the stock gets called or not, you have a nice little cash infusion from selling the covered calls for investing in....you guessed it..... index funds."
- Dunn Werking
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The Price of a Cool Pillow

"It’s a shorter trip to the Moray Coast where it’s been lovely through the heat wave. Windy today but still beautiful - and no problem for an Irishman. We were just saying the other day that even if we were to settle in a climate like the one here, or yours, that we would at least have AC in the bedroom. I'm also glad Andrew picked up on your main point; I confess I missed it as well."
- Michael1
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A Letter 40 Years Later: What Mrs. Dolezal Remembered

"Thank you so much Dan for your kind words. I smiled at your opening line. I often wonder how much of who we become is shaped by our experiences and how much by the people who come into our lives along the way. Whatever the answer, I know the Dolezals played an important part in mine. I’m grateful our paths crossed, and even more grateful that Mrs. Dolezdal’s letter reminded me of that all these years later."
- Andrew Clements
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Luck, Stupidity, Automation and Inertia

"Kenneth, as you say, it's not rocket science — though I think having the excess means to do so is a harder ask than it used to be."
- Mark Crothers
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Four Walls

"For those that would like to listen to the song on YouTube. https://youtu.be/1Psjws97FoA?is=mI0yZ0sAmmNjjLEf"
- Andrew Clements
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Mr Market visits Art Basel

"I've been trading for a short amount of time Mark, but to answer your question: yes, but with crypto. The conclusion that I arrived at is that gains were made when I was watching the computer all the time, and as soon as I took a day off; losses took place. I do not want to live my life stuck in front of a computer, so I desisted. The long term plan would be to start my own venture, but not leave the workforce all together, again, that lifestyle seems lonely and harsh."
- ricardodiaque
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Lessons Learned Along the Way

"Olin, yeah, I was kind of an anomaly when I took the  tests to become securities licensed at age 50. Many of my coworkers from the beer business expressed a desire to try something different, but lacked whatever motivation it took to get outside their comfort zone. "
- Dan Smith
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Reminded of Jonathan’s Grace

"I’m reading “Money and Me” too but I’m trying to read just a few chapters at a sitting to savor the wisdom and voice of Jonathan. I guess I will have to step up my pace as my borrowing from my local library (where I requested the book and they ordered it for me) has the book due back soon. This is a must read for so many family of friends who I will recommend it for but few will take the time to pick it up to read it. Very worthwhile to put on your reading list (or ask your library to order it as I did)."
- Brian Frisch
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Thinking about downsizing? Think seriously

"That Halloween raven sounds amazing! Not for the first time, I wish we could post photos here."
- DrLefty
Read more »

Retirement, One Year On

"Mazel tov, Hung, and thank you for coming to America. You and your wife have made this a better country for all of us."
- Mike Gaynes
Read more »

Exercising true frugality 

"For about $17, you can get a box of cards at Costco (50 I think) that has a few for all possible occasions."
- Mike A
Read more »

Disposing of Questionable Assets

"Mark, I really enjoyed this. Your last sentence is especially powerful: "Money doesn't have a conscience, that's something we have to give it by how we deploy it." It reminds us that while we can't change the past, we can choose what our money represents going forward. I also appreciated the touch of humor throughout the story, it made what could have been a heavy topic an enjoyable and thought-provoking read."
- Andrew Clements
Read more »

Independence Day

"Michael, I share your goal of counting my individual stocks on one hand. Steady as you go, you'll get there. I keep a short "sell next" list of the stocks that I want to sell and update it at the beginning of each year. Some carry over from one year to next but invariably I seem to sell at least two every year. This year I have sold two already (and invested the proceeds promptly in various index funds). One approach that can add a little "juice" on the way out is to sell covered calls on the stocks you are looking to sell.Sometimes you can do this numerous times before the stock finally gets "called away". Whether the stock gets called or not, you have a nice little cash infusion from selling the covered calls for investing in....you guessed it..... index funds."
- Dunn Werking
Read more »

The Price of a Cool Pillow

"It’s a shorter trip to the Moray Coast where it’s been lovely through the heat wave. Windy today but still beautiful - and no problem for an Irishman. We were just saying the other day that even if we were to settle in a climate like the one here, or yours, that we would at least have AC in the bedroom. I'm also glad Andrew picked up on your main point; I confess I missed it as well."
- Michael1
Read more »

A Letter 40 Years Later: What Mrs. Dolezal Remembered

"Thank you so much Dan for your kind words. I smiled at your opening line. I often wonder how much of who we become is shaped by our experiences and how much by the people who come into our lives along the way. Whatever the answer, I know the Dolezals played an important part in mine. I’m grateful our paths crossed, and even more grateful that Mrs. Dolezdal’s letter reminded me of that all these years later."
- Andrew Clements
Read more »

Luck, Stupidity, Automation and Inertia

"Kenneth, as you say, it's not rocket science — though I think having the excess means to do so is a harder ask than it used to be."
- Mark Crothers
Read more »

Four Walls

"For those that would like to listen to the song on YouTube. https://youtu.be/1Psjws97FoA?is=mI0yZ0sAmmNjjLEf"
- Andrew Clements
Read more »

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Get Educated

Manifesto

NO. 19: WE SHOULD make future spending as exciting as possible, so we’re less tempted to spend today. That means visualizing our goals and imagining how great it’ll be to achieve them.

humans

NO. 9: WE FAVOR possessions for their lasting value, but experiences often leave us happier. Why? Possessions’ lasting value is also their weakness. We have to maintain them and watch them deteriorate. By contrast, experiences are time limited, leaving us with fond memories that may grow fonder, as we forget the annoyances and recall the highlights.

think

LEVERAGE. Using debt can boost returns—or leave us broke. Let’s say we buy a $250,000 home. We put down 20%, or $50,000, and borrow the rest. If our home’s value rises to $300,000, the price gain is 20%, but the increase in our home equity would be 100%. Leverage, however, can cut both ways: A 20% price decline would wipe out our home equity.

act

TRIM YOUR CHECKING account. If there were a guaranteed way to earn a few extra percentage points a year on your investments, you’d jump at the opportunity. So why would you leave excess cash in your checking account, where it likely isn’t garnering any interest, when that money could be in a high-yield savings account earning a decent sum each year?

How to think about money

Manifesto

NO. 19: WE SHOULD make future spending as exciting as possible, so we’re less tempted to spend today. That means visualizing our goals and imagining how great it’ll be to achieve them.

Spotlight: Happiness

What’s It All About?

WE’RE ALWAYS STRIVING—the next pay raise, the next consumer purchase, the next self-improvement goal. But to what end?
Our time on this earth is fleeting, our impact minimal and our legacy quickly forgotten. A decade after we’re gone, we might be remembered by family and close friends, but not by many others. And yet we keep pushing forward.
Does death’s approach shed any light on this curious behavior? Far from it. If anything,

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Happiness at Home

I HAVE READ THAT spending on experiences brings more happiness than spending on things. But what about the experience of buying? Can that make us happy?
I’ve lived in my small community for 21 years. Over that time, my regular buying habits have led me to discover people who provide me with excellent service. They also supply me with a generous measure of genuine satisfaction.
Every third Friday, I sit and listen to a great raconteur as he cuts my hair.

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Our Good Fortune

HOW DO WE MEASURE societal wealth? And what triggered this thought?
I started pondering the issue early last year. I had a total left knee joint replacement in January 2023. Not long after, I was sitting in my living room with an ice pack on my knee, having just completed a strenuous set of stretches and exercises.
The room was being warmed by a modern gas fireplace, lit by a remote control. No wood to split,

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Divide and Rule

EACH OF US TAKES our monthly income and then makes countless decisions—some big, some small—about how to use those dollars. How can we get the most from the money that flows through our hands? I find it helpful to look at this “income allocation” through three prisms.
Divvying it up. We can use our income for three main purposes: spending it today, saving it for tomorrow or giving it to others. Our instinct is to spend today,

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Avoiding Unhappiness

“DOES MONEY BUY happiness?” That’s one of the questions in HumbleDollar’s Forum section. I hesitate to say that happiness is a commodity we can buy. But studies—and many people’s personal experiences—suggest a lack of money can bring on unhappiness.
A recent paper, “Financial Stress and Depression in Adults” by researchers at the University of Birmingham in England, supports this conclusion. The researchers reviewed 40 studies examining the relationship between depression and financial stress,

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More Isn’t the Answer

“ENOUGH” IS a powerful notion. Unfortunately, it’s largely absent from financial conversations.
The concept is rooted in deep self-awareness. It asks the question, how much do I really need to be happy? I believe we should ask this more often because, if we don’t, culture will fill in the blank—and the default answer will be “more.”
Enough has two dimensions. The first dimension is about spending. Too often, we succumb to the hedonic treadmill—the endless pursuit of the next thrilling purchase,

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Spotlight: Politakis

No financial wisdom here other than ….

From looking at the forum posts, Most HD readers are calm and it seems not worried about the markets.  I really don’t believe that because what has happened in the last week and a half has been unprecedented and there is no end in sight. Without injecting politics into the discussion how are we HD readers going to handle the next 45 months of this turmoil that is caused by the whims of one man who doesn’t understand economics and no one else in his cabinet no matter how bright and successful somehow agreed to be a yes man.  I’m looking for a real discussion about how to protect my retirement savings.  There, I said it.
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Financial wisdom from Jonathan

Great article and tribute about Jonathan in the New York Times. This is a link to it that hopefully you can read without a subscription. https://www.nytimes.com/2025/09/23/business/jonathan-clements-wsj-personal-finance.html?unlocked_article_code=1.rk8.3FoY.S-b5ghKuzDQY&smid=url-share
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What could save Social Security and Medicare or bring it closer to insolvency

For those HD readers that want to know about the future of two of our biggest entitlement programs. A new study from the Cato Institute about who pays more in Social Security and Medicare taxes  than actually receives in benefits that has resulted in a $1.7 trillion benefit to those two programs.  Listen or read the piece on Markeplace. https://www.marketplace.org/story/2026/02/23/immigrants-reduce-deficits-study-shows
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Untangling finances

I read with great interest what happened to a widow whose husband died unexpectedly and she had to deal with the finances. The article which should be available without a subscription is below: https://www.wsj.com/personal-finance/widow-financial-planning-36ce4608?st=AM25UW&reflink=desktopwebshare_permalink I wanted to know what do HD readers do to prevent something similar from happening to them. Is there a checklist that you review every so often with your spouse or someone who will handle your finances after you are gone. I look forward to your wisdom.
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Housing options for older Americans

I wanted to share this article and I hope our dear HD readers comment and tell us if they are doing what is suggested in the article and how it’s working out.  I am at the beginning of trying to figure out my housing options and what is described in the article sounds good. https://www.wsj.com/lifestyle/relationships/new-housing-options-emerge-for-older-americans-dfa4c8f5?st=Sp9vyR&reflink=desktopwebshare_permalink
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A PIN to protect your tax return

Have you heard of the IP PIN? (This is from the IRS website) “An identity protection PIN (IP PIN) is a six-digit number that prevents someone else from filing a tax return using your Social Security number (SSN) or individual taxpayer identification number (ITIN). The IP PIN is known only to you and the IRS. It helps us verify your identity when you file your electronic or paper tax return. If you don't already have an IP PIN, you may get an IP PIN as a proactive step to protect yourself from tax-related identity theft, even if you are not required to file a tax return. Who is eligible to get an IP PIN Anyone who has an SSN or individual taxpayer identification number (ITIN) and is able to verify his/her identity is eligible to enroll into the IP PIN program. Parents and legal guardians can also request an IP PIN for dependents. How to get an IP PIN The fastest way to receive an IP PIN is to request one through your online account, in the IP PIN section of your profile page. If you don’t already have an account on IRS.gov, you must register to validate your identity. Note: If you or your dependent are under age 18 and would like to request an IP PIN, you must use one of the alternative enrollment options.” A few hours ago , I completed my return on TurboTax and forgot to enter my PIN. The return was rejected and I had to get it from my online IRS account, entered the PIN and refiled. It was accepted minutes later.      
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