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Dennis Friedman

Dennis retired from Boeing Satellite Systems after a 30-year career in manufacturing. Born in Ohio, Dennis is a California transplant with a bachelor's degree in history and an MBA. A self-described "humble investor," he likes reading historical novels and about personal finance. Dennis has written more than 100 articles and blog posts for HumbleDollar.

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Forum Posts

Someday Is Here

23 replies

AUTHOR: Dennis Friedman on 12/24/2025
FIRST: Bill C on 12/24/2025   |   RECENT: Dennis Friedman on 12/27/2025

What’s Really on My Mind These Days

33 replies

AUTHOR: Dennis Friedman on 11/26/2025
FIRST: Greg Tomamichel on 11/26/2025   |   RECENT: Keith Pleas on 12/2/2025

Retirement Begins Long Before You Retire

32 replies

AUTHOR: Dennis Friedman on 9/15/2025
FIRST: Greg Tomamichel on 9/15/2025   |   RECENT: bbbobbins on 9/23/2025

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

33 replies

AUTHOR: Dennis Friedman on 8/27/2025
FIRST: Jack Hannam on 8/27/2025   |   RECENT: Ron Leaf on 8/30/2025

Why Money is Taking Up More Space in My Mind Lately

18 replies

AUTHOR: Dennis Friedman on 8/18/2025
FIRST: Richard Hayman on 8/18/2025   |   RECENT: William Dorner on 8/24/2025

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

36 replies

AUTHOR: Dennis Friedman on 7/31/2025
FIRST: DAN SMITH on 7/31/2025   |   RECENT: dana little on 8/17/2025

Not Qualified to Carry This Anymore

47 replies

AUTHOR: Dennis Friedman on 8/13/2025
FIRST: Fred Gloeckler on 8/13/2025   |   RECENT: Linda Grady on 8/16/2025

Who Will Care for Us?

52 replies

AUTHOR: Dennis Friedman on 6/4/2025
FIRST: R Quinn on 6/4/2025   |   RECENT: Howard Rohleder on 7/21/2025

A Gift Worth Reading

22 replies

AUTHOR: Dennis Friedman on 7/2/2025
FIRST: David Lancaster on 7/2/2025   |   RECENT: Jack Hannam on 7/5/2025

Going It Alone

28 replies

AUTHOR: Dennis Friedman on 6/18/2025
FIRST: Rick Connor on 6/18/2025   |   RECENT: Linda Grady on 6/21/2025

The Little Things That Scare Me Now

40 replies

AUTHOR: Dennis Friedman on 5/14/2025
FIRST: R Quinn on 5/14/2025   |   RECENT: Doug Kaufman on 5/25/2025

The Wrong-Sided Man

47 replies

AUTHOR: Dennis Friedman on 5/8/2025
FIRST: DAN SMITH on 5/8/2025   |   RECENT: DAN SMITH on 5/14/2025

Market Turmoil

29 replies

AUTHOR: Dennis Friedman on 4/7/2025
FIRST: Jonathan Clements on 4/7/2025   |   RECENT: Nick Politakis on 4/12/2025

Finding Your Balance

23 replies

AUTHOR: Dennis Friedman on 4/4/2025
FIRST: luvtoride44afe9eb1e on 4/4/2025   |   RECENT: normr60189 on 4/8/2025

When You Can't Take of Yourself

35 replies

AUTHOR: Dennis Friedman on 3/19/2025
FIRST: mytimetotravel on 3/19/2025   |   RECENT: mytimetotravel on 3/23/2025

What Would You Take?

32 replies

AUTHOR: Dennis Friedman on 3/13/2025
FIRST: Jonathan Clements on 3/13/2025   |   RECENT: Doc Savage on 3/17/2025

All In the Numbers

11 replies

AUTHOR: Dennis Friedman on 3/11/2025
FIRST: Jonathan Clements on 3/11/2025   |   RECENT: normr60189 on 3/13/2025

Two Innovations That Can Improve Your Health

26 replies

AUTHOR: Dennis Friedman on 10/3/2024
FIRST: Dan Smith on 10/3/2024   |   RECENT: Brian White on 10/11/2024

My Senior Moment

9 replies

AUTHOR: Dennis Friedman on 6/23/2024
FIRST: Jonathan Clements on 6/23/2024   |   RECENT: Chuck BV on 7/3/2024

Comments

  • Ed, Thanks for the kind comments. Always good to hear from you.

    Post: Someday Is Here

    Link to comment from December 27, 2025

  • Dick, Thank you for sharing this—really appreciate the advice.

    Post: Someday Is Here

    Link to comment from December 25, 2025

  • Kristine Thank you for your comments. It’s comforting to know others share the same journey—and I’m glad the article was meaningful to you. Wishing you a joyful holiday season.

    Post: Someday Is Here

    Link to comment from December 25, 2025

  • Bill, Thanks for commenting! I’m glad you and your wife are enjoying retirement. Merry Christmas!

    Post: Someday Is Here

    Link to comment from December 24, 2025

  • Thanks so much, Dan! I really appreciate your kind words. Wishing you a Merry Christmas as well!

    Post: Someday Is Here

    Link to comment from December 24, 2025

  • Chris, You’re definitely not alone, and I hope brighter, lighter days (and adventures!) are still ahead for you. Merry Christmas.

    Post: Someday Is Here

    Link to comment from December 24, 2025

  • Linda, I’m glad you’ll be able to visit your loved ones in the coming year—those connections matter so much. It’s always a pleasure to hear from you.

    Post: What’s Really On My Mind

    Link to comment from December 4, 2025

  • Martin, I was listening to a talk show on Saturday, and one of the guests said that about 40 million jobs considered repetitive could be replaced by AI today. If that’s true, maybe we’re underestimating the impact these companies are going to have on the economy, and their ability to make money.

    Post: What’s Really on My Mind These Days

    Link to comment from November 30, 2025

  • Dana, I get the way you feel. Retirement can be both great and unsettling at the same time, even when life is good.

    Post: What’s Really on My Mind These Days

    Link to comment from November 29, 2025

  • Ed, You’re right — most of the hard stuff as we get older really does come down to changes in the relationships that matter to us. And like you, I’ve missed chances to deepen friendships I care about. Thanks for reading and commenting.

    Post: What’s Really on My Mind These Days

    Link to comment from November 28, 2025

Articles

What’s Really On My Mind

Dennis Friedman   |  Dec 3, 2025

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 when a couple retires. However, there are four things that concern me as I reach my mid-70s.
Loneliness
I tried calling Mark, my old high school friend, a couple of weeks ago, and I haven’t heard from him.

As Evening Approaches

Dennis Friedman   |  Feb 12, 2025

I’VE BEEN THINKING a lot about my mortality. I’m sure it has to do with Jonathan’s battle with cancer, along with losing some close friends over the past few years. Maybe that’s one reason I’ve been thinking about contacting some long-lost friends.
Roger was a college friend who I’ve considered getting in touch with. I believe I’ve found his current address, and I was going to reach out to him by sending him a Neil Young album with my phone number attached.

Better Than Ever

Dennis Friedman   |  Jan 28, 2025

MY WIFE WENT TO New York for five days with a friend. I don’t mind because I could use the rest. Over the past year, we’ve traveled from the West Coast to Europe three times, flown across the country to visit my sister and brother-in-law in Tennessee, and taken a number of car trips.
My wife loves traveling and has a lot of energy. Because of all the air miles she’s logged, she’s now qualified for United Airlines Premier Gold status.

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.

Share the Power

Dennis Friedman   |  Jan 2, 2025

LIKE OTHER FOLLOWERS of HumbleDollar, I look forward to Jonathan’s Saturday articles. I have to admit that my interest has been heightened by his cancer diagnosis. Not many folks would have the courage to write about what’s going through their mind when they’re fighting for their life. We don’t often get this kind of insight into someone’s life.
Jonathan has probably received a lot of advice about treatment plans and the doctors he should see.

Easier for Rachel

Dennis Friedman   |  Dec 12, 2024

PEOPLE WHO KNOW ME say I’m sentimental, and they’re right. I like visiting places like my elementary school, the house where I grew up and my first home away from home. They bring back fond memories.
As I’ve grown older, I’ve become more nostalgic, and it isn’t just me. I heard that the ashes of my childhood friend Brian were spread over our grade school grounds. He must have had a touch of nostalgia,

At the End

Dennis Friedman   |  Dec 5, 2024

AFTER WATCHING MY wife bake a loaf of wheat bread, I thought I’d try making my mother’s cornbread. Luckily, I kept her recipe, along with those for some of her other delicious dishes.
My mother’s recipes can bring back cherished memories—like the time I visited my parents when they still had their dog. Brandy would always greet me when I walked in the front door. She’d jump up and down knowing I would give her a treat.

Second Guessing

Dennis Friedman   |  Nov 2, 2024

I’VE BEEN HAVING DOUBTS about some of the financial decisions I’ve made. I don’t know if it has to do with age. They say you tend to lose confidence as you grow older. Life-altering events, such as the death of loved ones, health issues and retirement, can weigh heavily and sow doubt.
For instance, I’ve been thinking about whether I should have sold my condo in 2020, during the pandemic. If I’d kept it, it would be worth quite a bit today.

Exercising Caution

Dennis Friedman   |  Sep 2, 2024

I TOOK MY REQUIRED minimum distribution, or RMD, at the end of July. I was planning on taking it at the end of the year, but my allocation to stocks was more than five percentage points above my target of 40%. I thought selling some of my stocks would be a good way to rebalance my portfolio and fund my RMD, so I sold a portion of my overweight in Vanguard Total Stock Market ETF (symbol: VTI).

What Friends Do

Dennis Friedman   |  Jul 3, 2024

I SENT HUMBLEDOLLAR’S editor an email saying I was taking some time off from writing for the site. I really didn’t think I was going to write again. It wasn’t because I didn’t enjoy it. Rather, I thought I didn’t have anything to say that I hadn’t already said. But when I read Jonathan’s June 15 article, I was inspired to write about friendship.
Although I’ve never met Jonathan in person, he feels like a dear friend who I’ve known for many years.

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