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You could talk to your parents about their retirement finances—or you could skip the awkward discussion and buy a home with a spare bedroom.

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1,800 data breaches in the first six months of 2026

"The jail sentence should be for the CEO, not some obscure underling."
- Jerry Pinkard
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If Retirement  is Getting Close

"If you are at Fidelity, they will only allow you to have 99% of a distribution withheld. I have no idea why. I do withhold 99% of both of my inherited IRA distributions for Federal and state taxes. One of them is a Roth, but you can still withhold taxes from it."
- Ormode
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Frozen 2025 1040 refund and the IRS CP53E notice

"The best way is to apply your overpayment to the current tax year, and reduce you tax payments to offset it."
- Ormode
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COBRA insurance: No need to fear the bite

"In some cases COBRA can be extended to 36 months for a spouse or dependent . One example of a qualifying event would be if the policyholder became eligible for Medicare- a younger spouse could have COBRA extended."
- Julie C
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Federal debt

"To me the most important number is not the ones discussed below it is these two: 1) 1 trillion dollars- which spent annually just on financing the debt last year- think of the programs that could finance, ah like Social Security and Medicare, no future cuts would be necessary 2) 14%- the percentage of the Federal government's “budget” that is the debt"
- DavidHLancaster
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The Federal Debt and Social Security Payments

"What you describe is what I call general revenue, i.e. taxes and borrowing."
- Adam Starry
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TreasuryDirect changing login procedure to mandate ID.me later in 2026

"I wonder if your money will eventually go to an unclaimed funds account? And if so, where as these are in states as far as I know."
- Linda Grady
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The Lottery of Birth

"Thank you for the comment, its good to hear from you. You make a good point that the lottery of birth isn't simply about which country has the cheapest healthcare. Every system comes with trade-offs. Higher taxes may help fund healthcare in one country, while higher take-home income and greater personal responsibility for healthcare may be part of the equation in another. I hadn't thought about healthcare affecting the timing of retirement quite that way, but you're right that for many Americans, access to employer-provided health insurance can influence when they're comfortable retiring. It reinforces my larger point: the system we're born into shapes not only what we pay for healthcare, but some of the financial choices we're able to make throughout our lives."
- Andrew Clements
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Tax Complications – How SS Benefits interact with Other Income

""Clear as mud" is how a new client described the worksheet, after he made mistakes while doing his own taxes, and later getting a dreaded notice from the IRS."
- Dan Smith
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Preparing for SS at Age 70….. How Do I Transition to Monthly Part B Premium Deduction?

"I am not taking SS yet, but am in year 3 on Medicare A&B. When that began, I was on the automatic quarterly billing cycle. I prefer as much stability from month to month for expenses, so requested monthly billing and that was granted. In the online conversation with the Medicare representative, I was assured the monthly billing cycle would continue when I began receiving SS benefits."
- Dave Melick
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Income taxes on retirees with Social Security

"We are in complete agreement that folks in those positions should receive Social Security. In the event my spouse and I ever are eligible at ages 67 and 70 respectively to receive S.S.; every dollar will be donated to Veterans' and First Responder related causes. BTW: Thank you for your service. I had a solemn stroll along the traveling Vietnam Memorial Wall recently and have visited the one in D.C. twice. It brings me to tears every time."
- Dunn Werking
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1,800 data breaches in the first six months of 2026

"The jail sentence should be for the CEO, not some obscure underling."
- Jerry Pinkard
Read more »

If Retirement  is Getting Close

"If you are at Fidelity, they will only allow you to have 99% of a distribution withheld. I have no idea why. I do withhold 99% of both of my inherited IRA distributions for Federal and state taxes. One of them is a Roth, but you can still withhold taxes from it."
- Ormode
Read more »

Frozen 2025 1040 refund and the IRS CP53E notice

"The best way is to apply your overpayment to the current tax year, and reduce you tax payments to offset it."
- Ormode
Read more »

COBRA insurance: No need to fear the bite

"In some cases COBRA can be extended to 36 months for a spouse or dependent . One example of a qualifying event would be if the policyholder became eligible for Medicare- a younger spouse could have COBRA extended."
- Julie C
Read more »

Federal debt

"To me the most important number is not the ones discussed below it is these two: 1) 1 trillion dollars- which spent annually just on financing the debt last year- think of the programs that could finance, ah like Social Security and Medicare, no future cuts would be necessary 2) 14%- the percentage of the Federal government's “budget” that is the debt"
- DavidHLancaster
Read more »

The Federal Debt and Social Security Payments

"What you describe is what I call general revenue, i.e. taxes and borrowing."
- Adam Starry
Read more »

TreasuryDirect changing login procedure to mandate ID.me later in 2026

"I wonder if your money will eventually go to an unclaimed funds account? And if so, where as these are in states as far as I know."
- Linda Grady
Read more »

The Lottery of Birth

"Thank you for the comment, its good to hear from you. You make a good point that the lottery of birth isn't simply about which country has the cheapest healthcare. Every system comes with trade-offs. Higher taxes may help fund healthcare in one country, while higher take-home income and greater personal responsibility for healthcare may be part of the equation in another. I hadn't thought about healthcare affecting the timing of retirement quite that way, but you're right that for many Americans, access to employer-provided health insurance can influence when they're comfortable retiring. It reinforces my larger point: the system we're born into shapes not only what we pay for healthcare, but some of the financial choices we're able to make throughout our lives."
- Andrew Clements
Read more »

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Get Educated

Manifesto

NO. 43: IF OUR GOAL is investment growth, we should almost never buy insurance products. That means no cash-value life insurance, costly variable annuities or indexed annuities.

Truths

NO. 45: THIS YEAR’S winners often continue to shine next year. This momentum may reflect an initial underreaction to good news, followed by a catch-up period. Trading costs make it hard to profit from the momentum effect. Still, if you own an investment that’s lately started outperforming, maybe you shouldn’t rush to sell.

humans

NO. 39: WE LATCH on to information that confirms what we already believe. Instead of dispassionately reviewing the evidence, bullish investors spot reasons for optimism wherever they look, while naysayers see just the opposite. The risk: Such confirmation bias convinces folks they know the market’s direction, prompting them to make big bets they later regret.

think

BETA AND ALPHA. Beta measures an investment’s volatility relative to a benchmark index. If the investment has a positive alpha, it means it beat the index on a risk-adjusted basis, with that risk measured by beta. For instance, a mutual fund could trail the market averages, but still have a positive alpha if its performance wasn’t especially volatile.

Safety net

Manifesto

NO. 43: IF OUR GOAL is investment growth, we should almost never buy insurance products. That means no cash-value life insurance, costly variable annuities or indexed annuities.

Spotlight: Careers

Man vs. Machine

COULD HUMBLEDOLLAR be replaced by a website chock-full of articles created using artificial intelligence? The short answer: It would be remarkably easy—and I fear readers wouldn’t object, especially if they didn’t know how the articles were generated.
To show what’s possible, I requested eight personal-finance articles from three freely available artificial intelligence (AI) tools, ChatGPT, Google’s Gemini and Microsoft’s Copilot. The first of those articles is published today, with the other seven appearing over the next four days.

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What’s Your Talent?

IN THE BIBLE, YOU’LL find the parable of the talents. Talents were a form of money. The story goes that, before a master left on a trip, he entrusted money to three servants. Two of the three doubled his money, and are praised for the intelligent way they handled the master’s money. The third worker simply buried the money, so it wouldn’t lose value. The master criticizes the third worker for being lazy, and takes the money away from him.

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Change Lanes, Expand Your Wheelhouse, Learn Some New Tricks

Of the things I have learned from HumbleDollar, and more specifically from Jonathan, is that increasing birthrates and immigration alone won’t solve our Social Security and Medicare quandaries. People need to work longer. 
I have pushed back on that idea by pointing out that for many employed in what I call the brutal occupations, working longer is easier said than done. While I stand by that sentiment, I know people who have changed lanes, expanded their wheelhouse and learned some new tricks. 

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A Crisis of Competence?

Do you think we are moving toward a competency crisis in this country? I told this story in a comment on an article a few months back:
“Seven years ago, I bought a 2005 Outback. Despite the pink slip being clearly written by the dealer, the title came back with ‘Culter’ as my last name. I went to AAA for advice and they filled out a correction form for me. The title was revised to read ‘Renneth Culter’.

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Going Back to Work (Briefly)

I’ve read with interest posts such as Jonathan’s Taking Center Stage and Those Who Follow, both which touched on the pluses and minuses of taking on a part-time job in retirement. The conversation in the comments for both of those posts was great, too. Below, I share my own recent experience of re-entering the job world at age 64.
In my past HD posts I have written how, in our mid-60s, my husband and I appeared to be gliding into retirement.

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Too Big to Succeed

I’m no fan of large organizations. They’re too bureaucratic, too unresponsive and too resistant to change, plus they tend to attract employees who are comfortable in that environment, which makes things even worse.
I saw this at Citigroup. Every January or February, senior management would roll out a corporate initiative designed to bring a renewed sense of urgency to the organization. It would be kicked off at “town halls,” and was followed by department staff meetings.

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Spotlight: Quinn

Over Coffee

SITTING IN A COFFEE shop, I struck up conversation with a middle-aged woman. We were talking about winning the lottery and then, as if one thought naturally followed the other, we got onto the topic of retirement. She mentioned how difficult it was for her and her husband to pay the mortgage and the monthly bills. “After saving for retirement?”  I interjected. “We can’t save for retirement,” she responded. “Our plan is to get our mortgage paid off, sell the house when we retire and invest the proceeds.” A smart strategy? According to data from Freddie Mac and elsewhere, the price of existing homes has increased at just above the inflation rate—and that’s before maintenance costs and other expenses. By contrast, the 90-year inflation-adjusted total return for the S&P 500 is around 7% a year. This couple seemed to be treading water. I was thinking to myself, “Where are you going to live once you sell your house? If you’ve never invested in the financial markets your entire life, is retirement really the time to start?” Then the coffee shop was empty and I was left with two millennial baristas, who became the next victims of my inquiries. I started by asking, “Were those tattoos expensive?” I know the answer—hundreds of dollars and up—from previous investigation. But when I see tattooed young people, spending money on what—in my opinion—just messes up their bodies, I can’t help myself. My occasional follow-up question is, “Have you thought about how that might look when you’re 65?” But not today. Today, I was thinking about HumbleDollar stuff, so I say, “Have you guys”—actually they’re young women ages 21 and 25—"thought about saving for retirement?” One takes the muffin from her mouth, and the other stops her pour over, and they stare at me. “No,” is the coordinated…
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Faulty Perceptions

THERE'S A SAYING that “perception is reality,” meaning that what you believe is your reality, whether it’s true or not. Changing our perception isn’t easy. It takes effort, along with a willingness to discover and accept facts. Many Americans’ perceptions are incorrect, leading them to make subpar financial decisions. Consider: Social Security. Nobody stole the trust fund, it’s not going broke and, yes, it will be there for you. Medicare. It’s not socialized medicine. Care is rendered by the private sector and patients get to select who provides care. Taxes. The U.S. is not among the highest-taxed countries. Affordable Care Act. It’s not government-run health insurance. Like Medicare, care is provided by the private sector. Paycheck to paycheck. Struggling to pay bills isn’t just a low-income phenomenon. High earners can live that way, too. Paycheck-to-paycheck living is as much about spending as income. Recently, I was in a coffee shop when a worker from my old employer came in. I recognized the logo on his hard hat and struck up a conversation. “How are things at the company?” I asked. “Pretty bad” was his reply. He asked where I’d worked. I told him I’d been in the main office and had been in charge of employee benefits. Then I took a big risk and asked how he liked his employee benefits program. “It stinks,” he replied. I should have stopped there, but I pressed on. I’m the person who installed a new benefits program at the company in 1996, which was the year this man was hired. The program is different from that enjoyed by longer-tenured workers, which I also mentioned. His response was quick and to the point— “you suck”—though said with a smile on his face. Back in 1996, we were trying to lower costs and liabilities without…
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Shopping carts. Please don’t consider this a rant. It is a lamentation.

Why oh why is it so hard for people to put shopping carts where they belong after use or at least not put them where they don’t belong? Three times in the last week I have pulled into a handicap parking space only to see a cart left right in the middle of the space - a handicap space‼️   Of course, in addition, numerous carts are left in regular spaces, alongside cars and in some cases at the end of a parking lot nowhere near the store they came from.  My theory is these lazy, inconsiderate dolts are the same people who live paycheck to paycheck, carry credit card balances, fail to save for their future and who will not be helped by a budget. It’s a theory mind you, but it seems to me that inconsiderate, irresponsible behavior is rarely limited to one element of a personality.  I bet they don’t carry life insurance either and their shopping cart is filled with junk food. They probably drive one of those Bentley SUVs, but would not leave their cart near it.  I had a cousin who made a very good living selling shopping carts. I bet he would have liked to have seen them all sent flying off an embankment.  Gadzooks, my theory may have reached its limit.😎
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Could you be (justifiably) a source of envy by others? Are you wealthy?

A great deal of wrath these days seems to target the wealthy although that generally means billionaires or close to it. However, being wealthy is very relative. I suspect many HD readers are looked upon as wealthy by their peers while perhaps not feeling so themselves. I admittedly fall in that trap. Many comments on HD by those retired indicate to me being relatively wealthy or pretty close to it.  So, look at the data as estimated as it may be, and see for yourself. Would your friends, neighbors and relatives be justified in viewing you as wealthy - with a touch of envy? For reference, latest data indicate: Median household income:  $80.6k overall: peaks near $95k (45–64)  and drops to $57k (65+). Median net worth:  $39k (<35)  $409k (65–74)  $336k (75+). Average net worth:  $183k (<35)  $1.79M (65–74)  down to $1.62M (75+). Overall median net worth: $192.7k; average is $1.06M. I’d say having a net worth in the 90th percentile makes a person wealthy in most people’s view. Approximate 90th percentile net worth by age: Age 45-54 $1.4 million Age 55-64 $2.2 million Age 65-74 $2.5 million Age 75 + $2.00 million These figures are estimates based on Federal Reserve and Census data, adjusted to 2024 dollars Recent surveys suggest that a net worth of $2.2 million to $2.5 million is often cited as the threshold for being considered wealthy by the general public. However, this can vary significantly by location and by generation. I say it also depends on what is included In the numbers. If it is mostly one’s home, that makes a difference in my opinion.  There is a difference between income and net worth of course. Someone can have a high income but not be truly wealthy if they spend it all or have significant…
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Quinn is considering buying a Bentley

While driving on the highway recently I noticed the vehicle in front of us was a Bentley - an SUV no less. My immediate thought was that this SUV would never be part of an off road adventure - neither are most SUVs for that matter. I had another thought too. Why would you spend that kind of money on a depreciating asset that costs a fortune to maintain? The price tag is about $279,000. That’s a lot of cash to get from A to B even in comfort. Connie had another thought. How much money do you need, what income level is necessary to afford such a car?  I did a little research on who buys a Bentley. The information varies and who knows how reliable, but it seems the age group of buyers is 35-55. Buyers typically have an income in excess of $1 million a year and a net worth well above $5 million. They also own several other vehicles. Maybe they only drive the Bentley to church each week.  I don’t meet any of the indicated criteria, but I could buy a Bentley - if I was willing to see a whopping decline in my net worth - not sure the ongoing insurance premiums and maintenance would be feasible though.  Are there folks who would use a chunk of their assets to feel wealthier than they are, to impress? I’m sure there are, but in my case driving a Bentley to the local county public golf course might get me pulled over by the police.  Actually I would be embarrassed, I would feel guilty, I couldn’t explain it to our children. Heck, I can’t even come to a decision whether to replace my ten year old Mercedes.  The question remains, why would anyone spend over a…
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Spending Tip: Don’t

I'VE DECIDED TO SELL some of my investments and buy a Bentley. The one I admire would cost about $300,000, including taxes and fees. Just kidding. Besides, I couldn’t face my four children after such an indecent splurge, knowing that they’re dealing with high-deductible health plans, saving for college and socking away money for retirement—just like millions of other Americans. While that Bentley purchase would be possible in theory, it would substantially reduce my assets, plus the insurance, maintenance and gas would mean giving up more frivolous things—such as eating. Indeed, a major purchase is rarely just a purchase. There’s usually some other expense that goes with it: maintenance, repairs, interest payments, insurance, opportunity cost or—who knows?—all of the above. That’s why, before any significant purchase, we ought to consider the long-term consequences. That’s no fun, of course. How many times have you heard the phrases, “It’s only money” and “You only live once”? I laugh when I watch a game show and the host asks, “What will you do if you win the $10,000?” Last night, the answer was, “I always wanted to go to Australia and New Zealand, and I’m going to take my family for a month or two.” Are they planning to swim both ways? I have yet to hear a contestant say, “I’m going to pay off my credit cards” or “I think I’ll contribute to my IRA.” There was little chance of him winning the $10,000, anyway. To the question, “What war did the Boston Tea Party precede,” he answered, “World War II.” Mensa candidate, he wasn’t. It doesn’t take a genius to know that spur-of-the-moment, emotionally driven buying can be risky. And it doesn’t have to be Bentley-level spending, either. Vacations are easily rationalized and put on a credit card. Such splurges seem…
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