FREE NEWSLETTER

Just the facts about Social Security

R Quinn  |  Jun 12, 2026

The amount of misinformation out there about Social Security is astounding and to me very disturbing.  I put this fact sheet together. I hope you will share the next time you hear one of the outrageous claims being made.
The basic funding mechanism has remained essentially the same since Social Security began:

Workers and employers pay dedicated payroll taxes (FICA).
Benefits are paid primarily from those payroll taxes.
Any surplus is invested in interest-bearing U.S. Treasury securities.

Read More

Gold and Diamonds

Mark Crothers  |  Jun 12, 2026

I was in my friend’s workshop recently. He’s a goldsmith, the proper kind, with a laser welder, a magnifying glass tucked above one eye, and old fashioned tools he uses to make expensive things even more expensive. We were there because Suzie had lost a claw from the setting of her diamond engagement ring. One of those four tiny prongs that holds the whole romantic enterprise in place had simply given up, which made Suzie anxious until he fixed it in about ten minutes flat.

Read More

…..taxes and you

Dan Smith  |  Jun 11, 2026

RDQ kicked off what I’d call a ‘good ruckus’ with his Billionaires, taxes and you post. I thought I would dive deeper into the “and you” aspect of the conversation. 
What about the rest of us? Below are the results of two 2025 tax returns I processed, and one based on the AARP calculator for tax year 2026. Two are retired couples over age 65. 
I included a hypothetical worker-bee couple as well,

Read More

What do we Americans want? We want “free” healthcare

R Quinn  |  Jun 11, 2026

As I review social media the angst over health care costs and insurance is apparent. Americans don’t like premiums, out of pocket costs, insurance companies or anyone interfering with their health care. Most people have no clue about the relationship between premiums, deductibles and out of pocket costs. One goes down the others must go up. 
Americans want any and all services paid without question and they want it all “free.”  
That’s quite a wish list.

Read More

Quiet Failure: Time for Me to Say What I Think

Javier Escobar  |  Jun 11, 2026

I’m beginning to feel like I’m sitting on the sideline watching everyone else play. So far, I’ve asked questions (The Quiet Failure of Good Advice), listened to your answers, and fed back what I’ve heard (Reflections on a Quiet Failure). Thank you all again.
But maybe it’s time for me to say what I think.
Both questions I asked in Reflections on a Quiet Failure, in different ways, ask what financial planning is for. Let me share where my own thinking has landed.

Read More

Celebrating the Win

Sanjib Saha  |  Jun 11, 2026

My wife and I both feel very happy and proud today – our daughter reached her first major financial goal by buying a car and driving it home this morning.
This may not sound like a big deal, especially for a working lady in her late 20s. To us, it is.
It’s not about the physical possession of a material item. It’s a result of patience, discipline, and a few financial habits that we insisted on early.

Read More

Not missing the point

eludom  |  Jun 10, 2026

I’m planning my first course correction 2.5 years into retirement. I thought I was going to write about Roth conversions, bucket strategies, asset location, and so on. And I am. But it turns out that that’s not the point.
I came late to the HumbleDollar/Bogleheads way of thinking. I’ve been absorbing it all for about 4 years. Thanks to Jonathan, Adam Grossman and all here. I’ve learned a lot, put the advice together into what I think is a coherent plan,

Read More

Defining Enough

Mark Gardner  |  Jun 10, 2026

I used AI as an editorial assistant to help organize and refine my thoughts; the underlying ideas and personal experiences remain my own.
Like a lot of engineers, I spent my career solving problems the same way: build a model, gather the data, run the simulations, optimize the result. So when retirement came into view, I did what came naturally. I built spreadsheets—and got back a mountain of output and almost no peace of mind.

Read More

Better Alternatives to Buying an Annuity

DavidHLancaster  |  Jun 10, 2026

Morningstar posted an article by Allan Roth (an investment writer just in the past year) this morning.
He writes the delaying Social Security until 70 and buying a US Treasury TIPS ladder are risk free inflation adjusted alternatives to purchasing an annuity through an insurance company who’s payments generally are not..
https://www.morningstar.com/funds/hidden-risks-income-life-target-date-funds?utm_source=eloqua&utm_medium=email&utm_campaign=MorningDigest&utm_content=None_75089&MorningDigestUS&utm_id=39201
Enjoy

Read More

What Remains: Money and Me

Andrew Clements  |  Jun 10, 2026

“Family. Readers. Words.”
At Jonathan’s memorial service, one of the songs he selected was the Bee Gees’ Words. At the time, I simply thought it was a beautiful melody, a favorite of ours from the Bangladesh days. Only later did I realize how perfectly it captured his life.
A few months before his death, Jonathan wrote the final chapter of his book Money and Me. Knowing his time was limited, he reflected on how he hoped to be remembered.

Read More

Can one “core” total bond ETF replace the complexity of your bond holdings?

Joan Helland  |  Jun 9, 2026

Recently “core” and “core-plus” actively managed total bond ETFs have become available.  A Wall Street Journal “Not All Total Bond Market ETFs Are the Same…” makes many interesting points about managed total bond ETFs, including the point that they have higher returns than index total bond ETFs. Owning only one total bond ETF that returns more than the index makes for an uncomplicated and appealing portfolio.  If you want the simplicity of owning only one bond ETF rather than actual bonds or multiple bond ETFs that yield more than the index,

Read More

How to Use AI With Your Portfolio

W.D. Housley  |  Jun 9, 2026

If you’re inclined to create a spreadsheet — and I know that some of you are and some of you aren’t — you can put that spreadsheet directly into an AI program and ask it to analyze what you own. What happens next might surprise you.
Setting Up Your Spreadsheet
Your spreadsheet doesn’t need to be complicated. At minimum, include these columns:

Ticker — the symbol for each holding
Shares — how many you own
Cost per share — your purchase price,

Read More

Would You Be Miserable?

Dan Smith  |  Jun 8, 2026

Jonathan’s thought of the day is, If the stock market’s performance over the next five years was miserable, would you be? I thought it might be fun to kick this one around a bit. 
Though I am positioned just fine to survive five or even ten years of misery from the market, I still wouldn’t like it. I guess I’m just too used to seeing things go up. So while the nuts and bolts of our life would be fine,

Read More

Reflections on a Quiet Failure

Javier Escobar  |  Jun 7, 2026

A week ago I posted “The Quiet Failure of Good Advice.” More than two dozen of you replied with experience, candor, and care. Thank you, sincerely. I’ve been thinking about what you wrote, and I wanted to come back and share what I took from it.
A few patterns kept surfacing.
The first is structural. Several of you named the same diagnosis: financial planning as a profession is calibrated to serve the wealthy. Mike Lynch, a retired CFP and longtime industry educator,

Read More

A $1,000 Conversation With My Daughter

Mark Crothers  |  Jun 7, 2026

A few weeks ago my 27-year-old daughter mentioned she’d been hearing a lot about memecoins. That conversation sparked this text, which I wrote for her first and then revised for HD. I hesitated over the slight political connotation, but on reflection the underlying lesson feels too useful not to share.
Do you remember inauguration week? January 2025 didn’t just mark a political transition, it also launched a brand new cryptocurrency: the $MELANIA memecoin. It arrived with fanfare,

Read More
SHARE