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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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Income taxes on retirees with Social Security

"The government is us, all 340 million of us. There aren’t too many laws and regulations that have not been changed as the times require."
- R Quinn
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The Lottery of Birth

"Perhaps It goes without saying, but the importance of having positive people around you is vitally important. People who encourage and believe in you. I’d take that over living in any particular country (within reason). I’ve written before about my hard scrabble upbringing. I experienced a culture of negativity, right here in the USA and was fortunate enough to be exposed to more positive people who encouraged me to try (here and abroad). People matter. If you have negative people around you, seek out the ones who will believe in you."
- mcgorski
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Frozen 2025 1040 refund and the IRS CP53E notice

"I think that is a good thought and practice for many high income taxpayers. Back when I was working that pattern of applying the overpayment was often a usual occurrence. Many taxpayers with K-1's from their pass-though entities, like partnership income or S-Corp income, do not get their prior year K-1 until well after the unextended 1040 due date (April 15) so there may be some prior year taxable income surprises when the K-1 is finalized and received. In such cases where estimated taxes will be due the next year many taxpayers will choose to lump the estimated balance due for the prior year with the following first quarter amount and pay the combined amount as the extension payment due 4/15 which just happens to be the same date as the first quarter ES payment for the next year. If the prior year tax ends up being more than expected when the 1040 was extended then they have more paid in for the prior year to lower or eliminate potential underpayment penalty and if the final return for the prior year does have a overpayment you can choose the amount of the overpayment to be applied to the next year estimated tax which is effectively paid 4/15 regardless of when the prior year return is filed and what part, if any, of the overpayment you want to to be refunded. Another reason for making a combined payment is the owner of a closely held business they control which is organized as a pass through entity has some flexibility to control the taxable income of the business income from the prior year such as by choosing an accelerated depreciation method for those assets bought in and placed in service in the prior year."
- William Perry
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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
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
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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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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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Income taxes on retirees with Social Security

"The government is us, all 340 million of us. There aren’t too many laws and regulations that have not been changed as the times require."
- R Quinn
Read more »

The Lottery of Birth

"Perhaps It goes without saying, but the importance of having positive people around you is vitally important. People who encourage and believe in you. I’d take that over living in any particular country (within reason). I’ve written before about my hard scrabble upbringing. I experienced a culture of negativity, right here in the USA and was fortunate enough to be exposed to more positive people who encouraged me to try (here and abroad). People matter. If you have negative people around you, seek out the ones who will believe in you."
- mcgorski
Read more »

Frozen 2025 1040 refund and the IRS CP53E notice

"I think that is a good thought and practice for many high income taxpayers. Back when I was working that pattern of applying the overpayment was often a usual occurrence. Many taxpayers with K-1's from their pass-though entities, like partnership income or S-Corp income, do not get their prior year K-1 until well after the unextended 1040 due date (April 15) so there may be some prior year taxable income surprises when the K-1 is finalized and received. In such cases where estimated taxes will be due the next year many taxpayers will choose to lump the estimated balance due for the prior year with the following first quarter amount and pay the combined amount as the extension payment due 4/15 which just happens to be the same date as the first quarter ES payment for the next year. If the prior year tax ends up being more than expected when the 1040 was extended then they have more paid in for the prior year to lower or eliminate potential underpayment penalty and if the final return for the prior year does have a overpayment you can choose the amount of the overpayment to be applied to the next year estimated tax which is effectively paid 4/15 regardless of when the prior year return is filed and what part, if any, of the overpayment you want to to be refunded. Another reason for making a combined payment is the owner of a closely held business they control which is organized as a pass through entity has some flexibility to control the taxable income of the business income from the prior year such as by choosing an accelerated depreciation method for those assets bought in and placed in service in the prior year."
- William Perry
Read more »

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 »

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 »

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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: Health

Staying Alive

I’m writing this from the infusion center, with my every-three-week cocktail of chemotherapy and immunotherapy drugs dripping into my right arm. And that’s good news.
It’s been a rough two-and-a-half months. In early October, an abdomen scan uncovered a pulmonary embolism, which landed me in hospital for two days and means I’m now on blood thinners. In early November, an MRI uncovered two new cancerous lesions on my brain, while another MRI later in the month turned up four lesions on my spine.

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Medicare Open Enrollment and Medigap

The Medicare Annual Enrollment period runs from October 15th to December 7th. I initially believed this was the only time I could switch my Plan G Medigap supplement. However, these dates specifically apply to those changing Part D or Medicare Advantage plans.
In contrast, Medigap plans can be changed at any time during the year, although underwriting may be required. I turned 65 in June and enrolled in Medicare Plan G, already changing plans once during my initial 6-month sign-up period.

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Senior Care Crisis – Are we prepared?

The signs of this looming crisis are everywhere. Expensive home care, long term care and end of life care are going to be the biggest challenges facing baby boomers.
There are over 69 million baby boomers, 21% of the US population, holding 50% of wealth. Unfortunately, most are unprepared to face this crisis. I find that in my retirement community, most have not investigated options to provide for such care and have shown little interest. They say they will handle it if and when they need it.

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Medicare Advantage may be a “potential threat to your health.”

Anyone considering a Medicare Advantage plan should take a look the Executive Summary of this U.S. Senate report. It starts with this: “Every day, doctors evaluate thousands of seniors recovering from falls, strokes, and other ailments, and enter a recommended course of treatment into an online portal, or in some cases feed it into a fax machine.  But whether the requested service is determined to be medically necessary is a decision that belongs to people at the other end of the line. 

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RDQ wants to rethink healthcare and retirement considering how people really behave

Twenty years ago I would not have written this, but I have grown less naive.
Consider human nature…when thinking about paying for healthcare and generating retirement income
We have tried countless schemes to manage health care costs, and expand coverage.  Similarly we provide incentives to get people to save for their retirement. The evidence shows only modest progress, but nothing has really solved the basic problems. 
We humans are just short-term thinkers.
Over 20 million Americans still have no health insurance.

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Author of Medicare Advantage Speaks Out

For those of us HD readers who have warned against the problems in using Medicare Advanatge (MA), you may want to read an op-ed published in the The Hill on Sunday. Former Republican Rep. Jim Greenwood of Pennsylvania, who helped write the Medicare Modernization Act that created Medicare Advantage, stated directly: “The program no longer lives up to [its] promise.”
Greenwood once believed private competition would drive innovation and efficiency. But today, he says,

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Spotlight: Lim

Funny Money

DO YOU SEE THINGS clearly when it comes to money? Here’s a test to find out. Which of the following scenarios would you prefer? A 5% raise, but the inflation rate is 10%. A 3% salary cut, but the inflation rate is 0%. If you chose the 5% pay raise, you’ve fallen victim to a “money illusion.” This term describes our tendency to view money in nominal terms instead of inflation-adjusted “real” terms. In the first scenario, you would have 5% more money to spend but you’d be able to buy 5% less in goods and services, thanks to the 10% inflation rate. In the second scenario, your nominal income would be down 3%—and that would also be your loss in purchasing power, because inflation was 0%. Consider another hypothetical. Say you paid $200,000 in cash for a house 30 years ago. You sell the home for $500,000. Let’s ignore sales commissions, taxes and other expenses. Would you be happy with this investment? On one hand, you would have made $300,000 on a nominal basis. But if you assume an annual inflation rate of 3%, your $200,000 home should be worth $485,452 after 30 years. On a real basis, you’d only come out $14,548 ahead on the sale. Had you invested the same $200,000 in the stock market, assuming a 7% annualized return, your investment would be worth $1.5 million after 30 years. The money illusion stems from our view of the dollar as a fixed unit of measurement, like the inch or the mile. In reality, the dollar is a store of value that fluctuates. The value of a dollar in 1982 has shrunken to just 35 cents today. Put differently, a dollar today could only buy a third of the goods and services that it could have bought…
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Resolved: Sleep More

I HAVE BUT ONE New Year’s resolution: I’ll be working on a habit that promises to lower my risk of cancer, boost my immune system and decrease the odds that I’ll succumb to Alzheimer’s disease. This activity has a host of other health benefits: lower blood sugar levels, reducing the risk of cardiovascular disease and aiding weight loss. It has also been shown to improve mood, memory and creativity. What is this wonder drug and how much will it cost me? My resolution for 2022: Get more sleep. And not just more sleep, but higher quality sleep. I’ll admit that I’ve been a lifelong skeptic on the importance of sleep. Since my teenage years, I’ve gotten by with less than seven hours of sleep, sometimes far less. Like many people, I wore my sleep-deprived state as a badge of honor and a necessary evil in the pursuit of lofty ambitions. No more. My eyes were opened by a book by sleep scientist Matthew Walker called Why We Sleep. A professor at the University of California, Berkeley, and an eminent sleep researcher, Walker makes a compelling, evidence-based case for the importance of sleep and the costs we incur when we shortchange ourselves of its many benefits. The World Health Organization has declared sleep loss an epidemic throughout industrialized nations. As Walker points out, “It is no coincidence that countries where sleep time has declined most dramatically over the past century, such as the U.S., the U.K., Japan, and South Korea, and several in western Europe, are also those suffering the greatest increase in rates of the aforementioned physical diseases and mental disorders.” More than four centuries ago, the great bard himself spoke of sleep: “Balm of hurt minds, great nature’s second course, chief nourisher of life’s feast….” William Shakespeare was, as…
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Whither Inflation?

THE RAGING DEBATE of 2021 is whether the inflation we’ve been experiencing this year will be transitory or more permanent. The Federal Reserve’s official stance is that the spike in inflation is a perfect storm of pent-up demand, supply-chain disruptions and year-over-year comparisons that are “inflated” relative to 2020’s pandemic-induced deflation, and eventually will revert to more normal levels. Recent hotter than expected inflation data—including the consumer price index (CPI), producer price index (PPI), U.S. import and export prices and the Fed’s preferred measure, personal consumption expenditures (PCE)—have thrown a monkey wrench into the Fed’s transitory thesis. Even the Fed seems to be having doubts. Over the past 12 months, consumer prices rose 5.4%. You have to go back nearly 40 years, to 1982, to find sustained levels of CPI of more than 5%. Core CPI (CPI minus volatile food and energy prices) is up 4.5% over the past year. It’s been 25 years since it was last above 3%. In other words, few economists today remember a time when inflation was a serious threat. Is it possible that expectations for inflation have been powerfully biased to the downside by the past four decades of calm and waning inflation? Fed Chair Jerome Powell, who is age 68, didn’t begin his career in finance until 1984. Just as some people make investment decisions through a rearview mirror, isn’t it possible that economists are susceptible to the same ailment? Last November, I expressed concern that inflation was a greater risk than ever before, at least in my (short) investing career. My fear stemmed from the teachings of the late economist Milton Friedman, who said, “Inflation is always and everywhere a monetary phenomenon in the sense that it is and can be produced only by a more rapid increase in the quantity of…
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Withdrawal Pains

TWO MONTHS AGO, I fessed up to my addiction to financial market news. Despite knowing better, I’ve followed the markets closely for years and would update my portfolio almost daily. Based on some comments my article received, it appears I’m not alone. In the article, I vowed not to check my portfolio until New Year’s Day 2022. How’s my experiment gone thus far—and what have I learned? My attempt to go cold turkey hasn’t been entirely successful. Though I’ve looked at my portfolio far less often, curiosity sometimes gets the better of me. Over the past two months, I’ve checked in on the market or my portfolio a handful of times. Still, compared to my old ways, I count this as a small victory. One thing I discovered is just how addictive financial market data can be. Kicking the habit has been far more difficult than I’d imagined. Some days, I felt an intense craving for market quotes that were just a few keystrokes away. Usually, though not always, I managed to fight the urge. Another revelation—perhaps obvious in hindsight—is just how difficult it is to insulate oneself from market data. Both The Wall Street Journal and Bloomberg have an electronic “ticker tape” displayed prominently across their websites. Even HumbleDollar recently implemented this feature on its homepage, displaying daily price changes for a dozen exchange-traded index funds representing broad market segments. I felt like a smoker trying to quit but being bombarded by images of cigarettes dancing across my computer screen. By the way, if anyone working for these news outlets is reading this, may I offer a suggestion? Allow subscribers to opt out of seeing dynamic market quotes. Unfortunately, I have a sneaking suspicion that such feeds drive user addiction—I mean, engagement. With regard to checking my portfolio, I…
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Inflation Insurance

ON AUG. 15, 1971, President Richard Nixon made the weighty decision to end the convertibility of the U.S. dollar into gold. By doing so, he drove a stake through the heart of the gold standard, a monetary system which fixed the worth of a unit of money to a specific amount of physical gold. Before that day, foreign central banks were able to exchange $35 for one ounce of gold from the vaults of the U.S. Federal Reserve. By closing the so-called gold window half a century ago, Nixon ushered in the current era of fiat money. Fiat currencies—which include all currencies in existence today—aren’t backed by anything tangible. Rather, their value depends entirely upon the collective trust of people making transactions in those currencies. If that confidence evaporates, so does the value of that money. What can lead to a loss of confidence in money? In a word, oversupply. Too much of anything can be a bad thing, and so it is with money. Print too much money and you devalue it. When a currency is devalued, inflation results. Gold is called a precious metal precisely because it’s rare and difficult to mine. Though many have tried, gold cannot be fabricated. Because of this and other unique qualities, the yellow metal has been a store of value for over two millennia. Gold’s value as an investment is far more controversial. Gold isn’t an investment in the traditional sense because it generates no cash flow. Result? There’s no way to assign an intrinsic value to an ounce of gold. In this regard, gold resembles other commodities. In all likelihood, however, gold will remain a store of value. Those who own gold, as I do, know that currencies have an uncomfortable history of being devalued. In my mind, gold is a…
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Prophecy Fulfilled?

QUANTITATIVE EASING, or QE, has been the Federal Reserve’s policy of choice since interest rates reached their lower bound of 0%. The brainchild of then-Fed Chair Ben Bernanke, QE was launched in the midst of the 2008 financial crisis. Quantitative easing is simply a euphemism for bond purchases—Treasury bonds and mortgage-backed securities—by the Federal Reserve. In theory, QE should lead to lower interest rates, as reflected in bond yields. Bond prices are, of course, subject to the forces of supply and demand. All else being equal, greater demand—such as from Fed purchases—drives up bond prices. And when bond prices rise, their yields fall. Lower interest rates have a plethora of effects, both on the economy and financial markets. Low rates stimulate the economy and drive up the price of financial assets, hence the term quantitative easing. QE is widely assumed to result in looser financial conditions. That’s all well and good, but financial markets are comprised of human beings, not machines. They react in ways that incorporate expectations of the future. I would contend that QE is as much a behavioral construct as it is a financial one. What does that mean for the stock market? We’ll find out in the months ahead, now that the Fed is winding down its bond purchases. The Federal Reserve acknowledges that forward guidance plays a key role in its interest rate policy. That term, forward guidance, merely refers to the collective expectation of market participants about future interest rates. The Fed guides market expectations by carefully choosing the words it uses in press releases and speeches. If the market becomes convinced that lower interest rates are on the horizon, that expectation by itself can move markets far in advance of the actual interest rate cuts. QE has a similar impact on investor psychology…
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