@dmfrie

I write about money and retirement. Contributor to https://xitter.cf/t.co/Toj06VdOBr. You can check out my articles at https://xitter.cf/t.co/lSec2AeODH

humbledollar.com/author/dennis-friedman/
Joined June 2013
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166Media
My greatest fear in retirement isn’t running out of money or even a cancer diagnosis; it’s losing my wife. humbledollar.com/forum/the-s…

The Security Money Can’t Buy - HumbleDollar

It was my mother’s birthday, so I placed some flowers on her grave. I learned a lot about growing old from taking care of her. When I was planning for retirement, I was mostly concerned about having...

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The Security Money Can’t Buy humbledollar.com/forum/the-s…

The Security Money Can’t Buy - HumbleDollar

It was my mother’s birthday, so I placed some flowers on her grave. I learned a lot about growing old from taking care of her. When I was planning for retirement, I was mostly concerned about having...

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Dennis Friedman retweeted
Dennis Friedman@dmfrieJul 18
The most valuable lessons in life aren't taught in classrooms: humbledollar.com/2026/07/les…

Lessons on the Ground - HumbleDollar

THE OTHER DAY, WHILE walking to my mailbox, I noticed a summer class schedule for a private gifted youth academy lying on the ground. I assumed it belonged to one of my neighbors, who has elementar...

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The most valuable lessons in life aren't taught in classrooms: humbledollar.com/2026/07/les…

Lessons on the Ground - HumbleDollar

THE OTHER DAY, WHILE walking to my mailbox, I noticed a summer class schedule for a private gifted youth academy lying on the ground. I assumed it belonged to one of my neighbors, who has elementar...

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Dennis Friedman retweeted
Dennis Friedman@dmfrieJun 20
I don't have many regrets in life. But there is one conversation with my mother that I wish I had never had. humbledollar.com/2026/06/clo…

Close to Everything I Need - HumbleDollar

I DON’T HAVE MANY regrets in life. But there is one conversation with my mother that I wish I had never had. It was about moving her into an assisted living facility. She was in her 90s, and I...

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I don't have many regrets in life. But there is one conversation with my mother that I wish I had never had. humbledollar.com/2026/06/clo…

Close to Everything I Need - HumbleDollar

I DON’T HAVE MANY regrets in life. But there is one conversation with my mother that I wish I had never had. It was about moving her into an assisted living facility. She was in her 90s, and I...

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Most valuable asset we have in retirement: humbledollar.com/2026/05/the…

The Humbling Side of Aging - HumbleDollar

WHEN I STARTED writing for HumbleDollar, Jonathan gave me some simple but important advice: “Don’t brag about your financial situation. You want readers to like you.” Perhaps that’s one of the...

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Managing money well isn’t about always making the right move. It’s about avoiding the wrong ones—and knowing when to wait.  humbledollar.com/2026/02/val…

Value of Waiting - HumbleDollar

I WAS THINKING ABOUT Jonathan the other day on my morning walk, which happens more often than you might think. It’s hard not to think about him when you have HumbleDollar coasters in your living room...

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I know a lot of people are worried right now. Prices are higher, jobs feel less secure, and businesses are cutting back. Seeing that only reinforces what I’ve come to believe: humbledollar.com/forum/somed…

Someday Is Here - HumbleDollar

Rachel and I live comfortably now, but it didn’t happen by accident. For most of my adult life, I lived simply—sometimes inconveniently so—and saved steadily. At the time, it felt normal. Only...

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Rachel and I are not exchanging gifts this Christmas. We already have the best gift an older couple can have—that is each other. humbledollar.com/forum/somed…

Someday Is Here - HumbleDollar

Rachel and I live comfortably now, but it didn’t happen by accident. For most of my adult life, I lived simply—sometimes inconveniently so—and saved steadily. At the time, it felt normal. Only...

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Dennis Friedman retweeted
HumbleDollar@ClementsMoney13 Dec 2025
Jonathan's final book, Money and Me, is now available for pre-order.  If you enjoyed his @HumbleDollar articles, you'll surely like this.  humbledollar.com/forum/one-l…

One Last Book - HumbleDollar

During his final months, my husband Jonathan worked tirelessly to complete his last book, Money and Me.  The book is now available to order . What’s so special about this book?  This book features...

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Dennis Friedman retweeted
Dennis Friedman@dmfrie26 Nov 2025
Retirement Is Wonderful — But No One Warned Me About These Four Fears: humbledollar.com/forum/whats…

What’s Really on My Mind These Days - HumbleDollar

My retirement has been wonderful so far. Honestly, sometimes I have to stop and remind myself how lucky I am. Rachel and I have our health and enjoy each other’s company, which is not always true...

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Retirement Is Wonderful — But No One Warned Me About These Four Fears: humbledollar.com/forum/whats…

What’s Really on My Mind These Days - HumbleDollar

My retirement has been wonderful so far. Honestly, sometimes I have to stop and remind myself how lucky I am. Rachel and I have our health and enjoy each other’s company, which is not always true...

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Farewell Friends - HumbleDollar humbledollar.com/forum/farew…

Farewell Friends - HumbleDollar

If this post is appearing, it means I’ve succumbed to cancer or one of its side effects. Please don’t feel sad for me. I’ve had a life filled with love, great experiences and wonderful career...

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Three ways people sabotage their own retirement: humbledollar.com/forum/retir…

Retirement Begins Long Before You Retire - HumbleDollar

Including my time delivering newspapers, I’ve had a total of ten different employers in my life. Some jobs were more memorable than others. One of my early roles was at a company that created...

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AI vs. Urgent Care: Guess Who Got It Right? humbledollar.com/forum/ai-vs…

AI vs. Urgent Care: Guess Who Got It Right? - HumbleDollar

The other day, I believe I was bitten on the arm by an insect, which left a fairly large red blotch with a couple of small puncture marks. I assumed it happened while working in our yard. I bought...

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Should we help my stepson? humbledollar.com/forum/why-m…

Why Money is Taking Up More Space in My Mind Lately - HumbleDollar

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...

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I’m not qualified to carry this anymore. humbledollar.com/forum/not-q…

Not Qualified to Carry This Anymore - HumbleDollar

I’m turning into my mother more and more every day. Back when I was taking care of her, she’d hand me her credit card whenever we went shopping. She’d say, “I’m not qualified to carry this anymore.”...

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I’m not the same person I was when I retired. But the biggest change is this: I cry more easily. humbledollar.com/forum/i-cry…

I Cry More Easily Now. I Didn’t Use To - HumbleDollar

I’m not the same person I was when I retired at 59. Back then, I was frugal to a fault, afraid to spend money, even on myself. Now I treat myself more often, take better care of my health, and I like...

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I gave a college grad two gifts: cash—and a newspaper subscription. Here's why that second one might matter more. humbledollar.com/forum/a-gif…
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