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Billionaires, taxes and you

"David, I hear you.  The other thing that concerns me about this issue, is the complexity of taxing a constantly  moving target. And what would the legislation look like after the lawmakers muddied it up with carve-outs for their friends (and donors)?  I'm thinking out loud here. Is there an alternative to taxing unrealized gain? Perhaps cutting back on the step up in value for amounts over a certain dollar value? Reducing the estate/gift tax exclusion? I don't know the answer. "
- Dan Smith
Read more »

The Boy Who Tried Hard: A Reflection

"Linda, that's a very powerful observation, and honestly probably a side of these decisions that people rarely talk about. Your description of the “forced smile” says so much. Even when opportunities and outcomes are positive, there can still be a quiet sense of loss for both parent and child that never fully disappears"
- Andrew Clements
Read more »

Percentage that “age in place”

"Not necessarily. There has been a nursing care shortage for a long time that is rapidly being exacerbated by the growing number of elderly boomers who need health care. The current administration has also revoked asylum for workers from Haiti and elsewhere and is taking additional steps to limit legal immigration. A hospital staff nurse here in NYC averages about $125k and can make much more with overtime. Those salaries have an upward influence on less skilled healthcare workers. The norm for companies that provide home health care is to charge twice as much for their services as what they pay their employees. Thus, the top companies here charge about $40/hr."
- Slope
Read more »

Don’t Kick The Can Down The Road

"Well, Mark, as George Best is quoted as saying, "I spent a lot of money on booze, birds, and fast cars. The rest I just squandered." "
- Dan Smith
Read more »

Deeply Rooted

JUNE MARKS THREE years since my mum passed from complications of vascular dementia. It was a tough couple of years, watching her mind slowly fail and her world shrink a little more with each passing month. Anyone who has cared for a loved one in the late stages of dementia will know how difficult and disjointed even the simplest conversation becomes. The loops, the confusion, the frustration of trying to redirect someone you love from a thought they can no longer find their way out of. Mum had been comfortable, if lonely, in retirement. She was a widow for twenty-five years, and she often said with genuine surprise in her voice that she was better off financially than at any other point in her life. Not having to worry about money was a relief she never took for granted. But here's the thing: she never really thought about money either. She wasn't driven by possessions or status. She had what she needed, she was grateful, and she got on with living. Money was background noise to her, not the tune she danced to. What surprised me most came in her final year, when she was deeply confused and often entirely detached from reality. Among all the things her mind could have snagged on, the one conversation loop she returned to with unsettling clarity was money. She was convinced she had none. It made her anxious in a way that was painful to witness, a raw, childlike insecurity that seemed to rise from somewhere far deeper than conscious thought. I would reassure her, calmly and repeatedly, that her savings were healthy and there was absolutely nothing to worry about. I would joke about her bank balance making me jealous and she needed to go on a shopping spree. Sometimes it settled her. Often it didn't last more than a few minutes before the worry surfaced again. The memory care unit understandably discouraged residents from keeping personal cash, but I often broke that rule. Whenever I visited and could see that familiar agitation building, I'd press a few low value bills into her hand. Nothing significant, just the texture of something real. It worked in a way that words alone couldn't compete with. She'd look down at the money, close her fingers around it, and the tension would ease from her shoulders. She felt safe again, at least for a little while. Although, we often moved on to worrying about finding a purse to stash the bills in. For a woman who gave so little thought to money and nothing to status, I found it striking, strange even, that financial anxiety was what surfaced when the rational layers of her mind were stripped away. It made me think about what dementia actually reveals. It doesn't invent fears, it sometimes uncovers them. The fog clears away the learned, the sophisticated, the socially conditioned, and leaves something older and more fundamental underneath. At the time, I read up on this anxiety, there's some neuroscience behind it. Emotional memory, the kind wired to survival and feeling rather than fact, is stored differently in the brain and tends to be far more resilient. Dementia strips back the rational layers first. What it sometimes leaves behind is older, deeper, and harder to reach. In my mum's case, that something was the primal need to feel secure. She had grown up shaped by post-war austerity, widowhood, and years of careful budgeting on a single income. She would have been a young woman when rationing finally ended. In the world she grew up in, money wasn't abstract: it was coal for the fire and food on the table, shoes that lasted another winter without needing replacing. I think that connection between having and feeling safe wasn't a conclusion she'd reasoned her way to. It was lived, year after year, until it settled somewhere beneath thought entirely. Security and money had become inseparable, written into her long before she ever had reason to question it. I've thought about this a lot since we lost her. The concept of financial security isn't just something we think about, it seems to be something we feel, right down in the oldest parts of ourselves. It runs beneath logic, beneath personality, beneath even memory. My mum could and did forget my name on a bad day, but she could not shake the feeling that not having money meant not being safe. That instinct had been laid down so early and reinforced so consistently across a lifetime that dementia, for all its cruelty, couldn't fully reach it. To me, it says something profound about how deeply rooted our relationship with money really is. It seems to be wrapped around the core of our being. Losing my mum the way I did, piece by piece and conversation by conversation, was one of the hardest things I've been through. But in the heartbreak, she gave me this unexpected insight, pressed into my mind just as firmly as I had secretly pressed those bills into hers. Beneath everything we build and believe and become, there are feelings so fundamental they outlast nearly everything else. She reminded me that understanding our relationship with money isn't just a financial exercise, it's a deeply human one. Maybe it goes some way to explaining why we make choices that are sometimes irrational. And she did it, characteristically, without ever meaning to teach me a thing.
Mark Crothers is a retired small business owner from the UK with a keen interest in personal finance and simple living. Married to his high school sweetheart, with daughters and grandchildren, he knows the importance of building a secure financial future. With an aversion to social media, he prefers to spend his time on his main passions: reading, scratch cooking, racket sports, and hiking.
Read more »

Should Retirees Get a Temporary Flat Tax Window on IRA and 401(k) Withdrawals?

"It is an interesting proposal. However, if I were a member of Congress, I wouldn't feel a compelling need to do this. By law, the money is going to come out anyway, and often at higher tax rates."
- Sharon Pichai
Read more »

Beefing Up Security

MANY OF US HAVE little more than a weak, reused password standing between our financial assets and a remote attacker—one armed with powerful tools and a database of passwords from security breaches. This is a losing battle. It’s the most likely way for weak computer security to put our finances at risk. Think this can’t happen to you? I’ll bet you have at least one password taken in a big security breach. A quick way to find out is entering your email address at Troy Hunt’s HaveIBeenPwned site. My address turns up in almost a dozen big cyberattacks. We are notoriously bad at creating strong passwords and remembering them. When you decide to create stronger, unique passwords for each site, you quickly discover that managing dozens of randomly generated, site-specific passwords by hand is a headache. Don’t fret. Password managers like LastPass, Dashlane and 1Password make short work of it. A password manager puts all your passwords in an encrypted vault, leaving you with just one password to remember. You want to make this password really strong and unforgettable. The password manager then fills in the right password for mobile apps and websites whenever you use them. What can you expect from a good manager?
  • Up-to-date access to your password vault on all devices, regardless of the device’s operating system.
  • Updates to your vault as you create new accounts or update existing passwords.
  • A random password generator that creates really strong, unique passwords. Those passwords will meet each site’s requirements for length and allowed characters.
  • A security challenge which guides you through the work of replacing existing poor passwords—those which are known to be compromised, weak or easily guessed, or which you’ve used more than once.
  • Emergency access to your vault by someone you choose, as well as password sharing with, say, family members for your Amazon Prime or Netflix account.
  • Two-factor authentication for extra vault security.
Some of these are only available in paid versions of the service. Despite knowing better, I procrastinated in evaluating password managers. That changed the day I tried to picture life for my spouse after I leave this vale of tears. I visualized the chores I handle: Banking, bill paying and investment management all involve online accounts. That brought my password problem into focus. A list of passwords in a binder, next to our wills, isn’t secure and it’s a pain to keep up. After experimenting with a free trial, I bought a family subscription. Moving my password vault from low-ranked to the top 1% took a couple of weekends. Each weekend, I’d spend an hour or two changing passwords, guided by the security challenge and with help from the password generator. Do this on your home PC or Mac, not an office computer. I started with high-value accounts: email, cellular carrier, and then banks and brokerages. Why email? Most web sites let you reset a password by emailing a link to the address on file. If hackers have access to your inbox, they’ll use it to access every online account. The cellular account is also important if you’ve enabled two-factor authentication that triggers text messages with secure codes. What if someone hacks into your password manager’s vault? If you pick a great vault password, the odds of this are low. But when you have all your eggs in one basket, you want to ensure that basket stays safe. That’s what led me to the YubiKey 5 series hardware keys. When you use a YubiKey with a password manager, the manager encrypts your vault twice, once with your vault password and again with a secret it gets from the YubiKey. For convenience, I’m using two models of YubiKey. I use YubiKey 5 Nano with my PC and Mac. Meanwhile, YubiKey 5 NFC stays on my keyring for use with my phone. The latter should work with an iPhone 7 or newer, as well as an Android phone with NFC (near field communication). David Powell has written software or led engineering teams for 35 years. He enjoys work, vegan fine dining, cycling and travel with his spouse. His previous article was Playing Defense. [xyz-ihs snippet="Donate"]
Read more »

Money & Me (Kindle version) has dropped

"I am half way through the book as of yesterday evening. Enjoyable read and classic Jonathan Clements."
- William Perry
Read more »

Inflation and Innovation

ECONOMICS IS KNOWN as “the dismal science,” and perhaps for good reason. Oftentimes it can be abstract and overly academic. There are, however, certain economic concepts that can be helpful to individual investors. Below are two that I see as especially important. When it comes to the government’s ability to control—or least influence—the economy, there are two main levers. The first is fiscal policy, which refers to Congress’s (as well as state and local governments') ability to levy taxes and to spend money.  The most well known economist associated with fiscal policy was John Maynard Keynes. During economic downturns, Keynes argued, governments shouldn’t hesitate to spend more—and to run deficits, if need be—to help reduce unemployment and lift the economy back up. This is a generally accepted concept today, but in the 1930s, in the depths of the Great Depression, it was not obvious, and many believe that policymakers’ efforts to exercise fiscal discipline by balancing the budget during the Depression ended up prolonging the misery. It wasn’t until the mid-1930s, in fact, that President Roosevelt changed his view on this question. In their correspondence, Keynes convinced Roosevelt that loosening up on fiscal discipline, though counterintuitive, was the best way to bring the economy back to health. This approach has been used in every recession since. Most recently, during the pandemic, the government issued several rounds of stimulus payments to help bolster consumer finances. Monetary policy is the government’s second key lever. Unlike fiscal policy, monetary policy is the domain of the Federal Reserve. When you hear about the government “printing money,” it’s the Fed they’re referring to. Through a unique process, the Fed is able to create dollars out of thin air and then to use those dollars to help support the economy during downturns. During the pandemic, the Fed created trillions of new dollars through this mechanism. The Fed also lowered short-term interest rates, which it controls, in a further effort to nudge consumers to open their wallets. Both fiscal and monetary policy are powerful. But as we’ve seen in recent years, each can also carry side effects.  In the case of fiscal policy, spending too much for too long can drive the deficit to unsustainable levels. This has become a persistent problem. Though it’s now been several years since the pandemic, the federal government is still running deficits of about $2 trillion per year. In round numbers, taxes bring in about $5 trillion, but spending exceeds $7 trillion. Of particular concern is the fact that more than $1 trillion of that $7 trillion must now be allocated to interest payments on all the accumulated debt. To put that in perspective, we’re now spending more on interest than on defense. Is this situation sustainable? Here’s how I think about it: Imagine an individual with an annual income of $50,000 who spends $70,000 each year, including $10,000 in credit card payments. At some point, something will need to change, but neither political party seems interested in tackling it, for the obvious reason that any solution would require either raising taxes or cutting spending. Neither would be popular, so the deficits persist. The consequence of overdoing it with monetary policy is also serious: inflation. That’s what we saw very significantly in 2021 and 2022, and that’s where monetary and fiscal policy can become intertwined. For a brief period during the pandemic, a concept known as Modern Monetary Theory (MMT) gained popularity. The argument was that countries like the United States, with very large economies, were essentially immune to inflation risk and could print money almost without limit. It turned out, though, that MMT was a theory with no basis in reality, and that deficits do matter. Since ancient times, excessive use of monetary policy has always resulted in inflation, and that was exactly what we saw as a result of the Fed’s extraordinary monetary interventions in 2020. After inflation rose to nearly 10% in 2022, the Fed was forced to reverse course and raise interest rates. That had the desired effect of slowing inflation, but it then caused another problem: Since the government has to issue new bonds practically every day, higher rates have the effect of driving up the government’s borrowing costs, which then worsens the deficit. Higher interest rates also hurt consumers, especially those looking to buy homes. This, unfortunately, describes the situation we’re in today. In an effort to combat the pandemic, the government used both of the levers that it had, but now it’s effectively out of ammunition. Federal debt held by the public just recently climbed above 100% of gross domestic product for the first time since 1946. The Wall Street Journal referred to this as “a once-unthinkable threshold.” But before we declare the situation hopeless, it’s important to look at a separate concept in economics.  In 1942, Harvard economist Joseph Schumpeter released a book titled Capitalism, Socialism, and Democracy. Among the concepts Schumpeter proposed was the notion of “creative destruction.” The idea—central to capitalist systems—was that entrepreneurs could always be counted on to move technology forward. At the same time, this meant that older technologies and companies would regularly find themselves pushed aside by new innovations. Importantly, though, Schumpeter argued that the net effect would be greatly positive. The evidence in favor of Schumpeter is all around us. Horse-and-buggy companies went out of business when the automobile was invented. Pony Express gave way to the telegram, then to the telephone. Typewriter manufacturers are mostly gone. And so on. And yet, despite all these changes, unemployment is under 5%, the economy is larger than it’s ever been, and income-per-capita is at an all-time high. What’s the relationship between Schumpeter’s theory and the earlier discussion about the government’s debt situation? You may recall that in the late-1990s, the federal government surprised observers when it began to run budget surpluses after years of deficits. How did things suddenly improve? Most attribute it to the productivity boom and stock market rally set in motion by the popularization of the internet. It's too early to know whether artificial intelligence will deliver the same economic benefits in the coming years as the web did 30 years ago. But as investors, this history is important to keep in mind. It’s a reminder that, in making financial decisions, we should be careful about reacting to economic forecasts. To be sure, the government’s financial health doesn’t look great, but as history has shown, this could change.   Adam M. Grossman is the founder of Mayport, a fixed-fee wealth management firm. Sign up for Adam's Daily Ideas email, follow him on X @AdamMGrossman and check out his earlier articles.
Read more »

Taste Bud Training

"I love it, Mark, keep 'em coming."
- Dan Smith
Read more »

Billionaires, taxes and you

"David, I hear you.  The other thing that concerns me about this issue, is the complexity of taxing a constantly  moving target. And what would the legislation look like after the lawmakers muddied it up with carve-outs for their friends (and donors)?  I'm thinking out loud here. Is there an alternative to taxing unrealized gain? Perhaps cutting back on the step up in value for amounts over a certain dollar value? Reducing the estate/gift tax exclusion? I don't know the answer. "
- Dan Smith
Read more »

The Boy Who Tried Hard: A Reflection

"Linda, that's a very powerful observation, and honestly probably a side of these decisions that people rarely talk about. Your description of the “forced smile” says so much. Even when opportunities and outcomes are positive, there can still be a quiet sense of loss for both parent and child that never fully disappears"
- Andrew Clements
Read more »

Percentage that “age in place”

"Not necessarily. There has been a nursing care shortage for a long time that is rapidly being exacerbated by the growing number of elderly boomers who need health care. The current administration has also revoked asylum for workers from Haiti and elsewhere and is taking additional steps to limit legal immigration. A hospital staff nurse here in NYC averages about $125k and can make much more with overtime. Those salaries have an upward influence on less skilled healthcare workers. The norm for companies that provide home health care is to charge twice as much for their services as what they pay their employees. Thus, the top companies here charge about $40/hr."
- Slope
Read more »

Don’t Kick The Can Down The Road

"Well, Mark, as George Best is quoted as saying, "I spent a lot of money on booze, birds, and fast cars. The rest I just squandered." "
- Dan Smith
Read more »

Deeply Rooted

JUNE MARKS THREE years since my mum passed from complications of vascular dementia. It was a tough couple of years, watching her mind slowly fail and her world shrink a little more with each passing month. Anyone who has cared for a loved one in the late stages of dementia will know how difficult and disjointed even the simplest conversation becomes. The loops, the confusion, the frustration of trying to redirect someone you love from a thought they can no longer find their way out of. Mum had been comfortable, if lonely, in retirement. She was a widow for twenty-five years, and she often said with genuine surprise in her voice that she was better off financially than at any other point in her life. Not having to worry about money was a relief she never took for granted. But here's the thing: she never really thought about money either. She wasn't driven by possessions or status. She had what she needed, she was grateful, and she got on with living. Money was background noise to her, not the tune she danced to. What surprised me most came in her final year, when she was deeply confused and often entirely detached from reality. Among all the things her mind could have snagged on, the one conversation loop she returned to with unsettling clarity was money. She was convinced she had none. It made her anxious in a way that was painful to witness, a raw, childlike insecurity that seemed to rise from somewhere far deeper than conscious thought. I would reassure her, calmly and repeatedly, that her savings were healthy and there was absolutely nothing to worry about. I would joke about her bank balance making me jealous and she needed to go on a shopping spree. Sometimes it settled her. Often it didn't last more than a few minutes before the worry surfaced again. The memory care unit understandably discouraged residents from keeping personal cash, but I often broke that rule. Whenever I visited and could see that familiar agitation building, I'd press a few low value bills into her hand. Nothing significant, just the texture of something real. It worked in a way that words alone couldn't compete with. She'd look down at the money, close her fingers around it, and the tension would ease from her shoulders. She felt safe again, at least for a little while. Although, we often moved on to worrying about finding a purse to stash the bills in. For a woman who gave so little thought to money and nothing to status, I found it striking, strange even, that financial anxiety was what surfaced when the rational layers of her mind were stripped away. It made me think about what dementia actually reveals. It doesn't invent fears, it sometimes uncovers them. The fog clears away the learned, the sophisticated, the socially conditioned, and leaves something older and more fundamental underneath. At the time, I read up on this anxiety, there's some neuroscience behind it. Emotional memory, the kind wired to survival and feeling rather than fact, is stored differently in the brain and tends to be far more resilient. Dementia strips back the rational layers first. What it sometimes leaves behind is older, deeper, and harder to reach. In my mum's case, that something was the primal need to feel secure. She had grown up shaped by post-war austerity, widowhood, and years of careful budgeting on a single income. She would have been a young woman when rationing finally ended. In the world she grew up in, money wasn't abstract: it was coal for the fire and food on the table, shoes that lasted another winter without needing replacing. I think that connection between having and feeling safe wasn't a conclusion she'd reasoned her way to. It was lived, year after year, until it settled somewhere beneath thought entirely. Security and money had become inseparable, written into her long before she ever had reason to question it. I've thought about this a lot since we lost her. The concept of financial security isn't just something we think about, it seems to be something we feel, right down in the oldest parts of ourselves. It runs beneath logic, beneath personality, beneath even memory. My mum could and did forget my name on a bad day, but she could not shake the feeling that not having money meant not being safe. That instinct had been laid down so early and reinforced so consistently across a lifetime that dementia, for all its cruelty, couldn't fully reach it. To me, it says something profound about how deeply rooted our relationship with money really is. It seems to be wrapped around the core of our being. Losing my mum the way I did, piece by piece and conversation by conversation, was one of the hardest things I've been through. But in the heartbreak, she gave me this unexpected insight, pressed into my mind just as firmly as I had secretly pressed those bills into hers. Beneath everything we build and believe and become, there are feelings so fundamental they outlast nearly everything else. She reminded me that understanding our relationship with money isn't just a financial exercise, it's a deeply human one. Maybe it goes some way to explaining why we make choices that are sometimes irrational. And she did it, characteristically, without ever meaning to teach me a thing.
Mark Crothers is a retired small business owner from the UK with a keen interest in personal finance and simple living. Married to his high school sweetheart, with daughters and grandchildren, he knows the importance of building a secure financial future. With an aversion to social media, he prefers to spend his time on his main passions: reading, scratch cooking, racket sports, and hiking.
Read more »

Should Retirees Get a Temporary Flat Tax Window on IRA and 401(k) Withdrawals?

"It is an interesting proposal. However, if I were a member of Congress, I wouldn't feel a compelling need to do this. By law, the money is going to come out anyway, and often at higher tax rates."
- Sharon Pichai
Read more »

Beefing Up Security

MANY OF US HAVE little more than a weak, reused password standing between our financial assets and a remote attacker—one armed with powerful tools and a database of passwords from security breaches. This is a losing battle. It’s the most likely way for weak computer security to put our finances at risk. Think this can’t happen to you? I’ll bet you have at least one password taken in a big security breach. A quick way to find out is entering your email address at Troy Hunt’s HaveIBeenPwned site. My address turns up in almost a dozen big cyberattacks. We are notoriously bad at creating strong passwords and remembering them. When you decide to create stronger, unique passwords for each site, you quickly discover that managing dozens of randomly generated, site-specific passwords by hand is a headache. Don’t fret. Password managers like LastPass, Dashlane and 1Password make short work of it. A password manager puts all your passwords in an encrypted vault, leaving you with just one password to remember. You want to make this password really strong and unforgettable. The password manager then fills in the right password for mobile apps and websites whenever you use them. What can you expect from a good manager?
  • Up-to-date access to your password vault on all devices, regardless of the device’s operating system.
  • Updates to your vault as you create new accounts or update existing passwords.
  • A random password generator that creates really strong, unique passwords. Those passwords will meet each site’s requirements for length and allowed characters.
  • A security challenge which guides you through the work of replacing existing poor passwords—those which are known to be compromised, weak or easily guessed, or which you’ve used more than once.
  • Emergency access to your vault by someone you choose, as well as password sharing with, say, family members for your Amazon Prime or Netflix account.
  • Two-factor authentication for extra vault security.
Some of these are only available in paid versions of the service. Despite knowing better, I procrastinated in evaluating password managers. That changed the day I tried to picture life for my spouse after I leave this vale of tears. I visualized the chores I handle: Banking, bill paying and investment management all involve online accounts. That brought my password problem into focus. A list of passwords in a binder, next to our wills, isn’t secure and it’s a pain to keep up. After experimenting with a free trial, I bought a family subscription. Moving my password vault from low-ranked to the top 1% took a couple of weekends. Each weekend, I’d spend an hour or two changing passwords, guided by the security challenge and with help from the password generator. Do this on your home PC or Mac, not an office computer. I started with high-value accounts: email, cellular carrier, and then banks and brokerages. Why email? Most web sites let you reset a password by emailing a link to the address on file. If hackers have access to your inbox, they’ll use it to access every online account. The cellular account is also important if you’ve enabled two-factor authentication that triggers text messages with secure codes. What if someone hacks into your password manager’s vault? If you pick a great vault password, the odds of this are low. But when you have all your eggs in one basket, you want to ensure that basket stays safe. That’s what led me to the YubiKey 5 series hardware keys. When you use a YubiKey with a password manager, the manager encrypts your vault twice, once with your vault password and again with a secret it gets from the YubiKey. For convenience, I’m using two models of YubiKey. I use YubiKey 5 Nano with my PC and Mac. Meanwhile, YubiKey 5 NFC stays on my keyring for use with my phone. The latter should work with an iPhone 7 or newer, as well as an Android phone with NFC (near field communication). David Powell has written software or led engineering teams for 35 years. He enjoys work, vegan fine dining, cycling and travel with his spouse. His previous article was Playing Defense. [xyz-ihs snippet="Donate"]
Read more »

Money & Me (Kindle version) has dropped

"I am half way through the book as of yesterday evening. Enjoyable read and classic Jonathan Clements."
- William Perry
Read more »

Free Newsletter

Get Educated

Manifesto

NO. 66: WE SHOULD build a low-cost, globally diversified stock and bond portfolio, so we’re highly likely to achieve our goals—no matter which parts of the financial markets shine.

humans

NO. 14: WITH EVERY dollar we spend, we’re seeking to tell others how we want to be perceived. The big house says we’re financially successful. The Prius says we’re environmentally aware. The theater subscription lets others know we’re cultured. The irony: Even as we use money to signal our success to others, we can end up damaging our financial future.

think

FIXED COSTS. Our fixed monthly expenses include items like mortgage or rent, car payments, insurance premiums, utilities and groceries. The higher these costs, the less we'll have for savings and for discretionary spending. The latter includes things like vacations, concerts, eating out and hobbies—typically the spending that brings the greatest happiness.

act

AIM TO BE debt-free by retirement. If you aren’t, you’ll have an added living cost to cover. That could necessitate larger IRA withdrawals or selling winning stocks in your taxable account. This extra income could trigger taxes on your Social Security benefit and larger Medicare premiums. Want to avoid that? Pay off all debt before you quit the workforce.

Homes

Manifesto

NO. 66: WE SHOULD build a low-cost, globally diversified stock and bond portfolio, so we’re highly likely to achieve our goals—no matter which parts of the financial markets shine.

Spotlight: Happiness

Nun Sense

WHEN I WAS WORKING fulltime, my goal was to have enough retirement savings to replace 100% of my income. I knew I could live comfortably on that amount, while still having enough left over to do the things I didn’t have time for when I had a fulltime job. I figured that was the key to a happy retirement.
But after retiring, my thinking changed, as I began focusing on how I could live longer and better.

Read more »

Best of Jonathan’s HumbleDollar Posts

WE LOST A brilliant mind and generous writer, Jonathan Clements, whose words guided thousands on life, finance, and happiness. Even as he faced the unimaginable, he continued sharing wisdom with clarity, humor, and humanity.
I wanted to take some time and dig into Jonathan’s earliest posts on HumbleDollar. Posts that even the most loyal readers may not have read. With that, I also summarized some main takeaways and learnings that can help us all better navigate our own complex lives.

Read more »

Who’s Happy?

Think about the four or five happiest retirees you know. Do they have anything in common? For instance, they might share some of these attributes:

Enough wealth
Sufficient monthly income from a pension, income annuities and Social Security
Companionship
Friends and family nearby
Good health
Strong faith
Activities that give them a sense of purpose

Or is it simply that these folks are innately happy people?

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Pursuing Happiness

THERE USED TO BE a TV show called Lifestyles of the Rich and Famous. I assume it was created to make viewers envy rich people and want what they had. The memorable catchphrase of the host, repeated at the end of every episode, was “champagne wishes and caviar dreams.”
Envy is one of the seven deadly sins—for good reason. All it does is cause heartache and pain. When I was younger,

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A Happy Retirement

AS I MENTIONED IN an earlier article, I’ve been writing for HumbleDollar since 2017. Along the way, I set a personal goal of writing 100 articles, not counting the 36 shorter blog posts I’ve penned. This is my 99th article. I’m almost there.
It may not seem like a lofty goal to many people, but to me it’s been a challenge. After I wrote my first article, it took me a year to write another one.

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What’s It All About?

WE’RE ALWAYS STRIVING—the next pay raise, the next consumer purchase, the next self-improvement goal. But to what end?
Our time on this earth is fleeting, our impact minimal and our legacy quickly forgotten. A decade after we’re gone, we might be remembered by family and close friends, but not by many others. And yet we keep pushing forward.
Does death’s approach shed any light on this curious behavior? Far from it. If anything,

Read more »

Spotlight: Abramowitz

Running Away from Home (Again)

Writing has always been my friend. Now uncertain about the direction to take it, I’ve been feeling a little lost. I became aware of this when Alberta discovered my high school yearbook while searching for papers she needed for a book chapter she was preparing. It had been sixty years since I last opened the white book with “Hewlett High School Class of 1963” imprinted in dark blue across the cover. Slowly turning the pages, I became nostalgic reading the comments friends made alongside their postage stamp pictures. I found myself staring for a long while at the future Frankie Berlin envisioned for me: “Hey Abe, I look forward to seeing you spouting your bombast in the sports section of the New York Times.” Well, I never quite made it to the Times, but not long after I arrived at college I found a part-time job as a sportswriter for the Skokie News, a suburban newspaper covering a small upscale city northwest of Chicago. Serendipity had shined on me, but I was too young and immature to appreciate it. The editor liked my first few articles on the high school football team, but I balked when he suggested I attend all the road games and interview at least one player after each game. I didn’t quit outright, but I became an unreliable reporter. I invented final exams as an excuse for my dalliance, but was fired by a no-nonsense boss. Apparently, the real world was not going to be as forgiving as my parents. Humiliated and enraged, I retaliated by changing my major from journalism to psychology. As my father said during Christmas break, “Stevie, you just may have bitten off your nose to spite your face.” For each of us, a turning point comes when we must choose one…
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Anxiety, Personality and the Active vs. Passive Fund Decision

As a psychotherapist well-traveled in the talking cure from both sides of the consultant’s couch, I am no stranger to anxiety. And as a former financial advisor, I am well-versed in how it affects financial choices and in particular the decision to select active or passive funds. Let’s take your friend Dennis, whose attitude toward investing has been shaped by many different and often conflicting factors. Not a completely naïve investor, he listens to inspirational money-making podcasts and watches the market opening on CNBC while brushing his teeth. Suffice it to say, Dennis knows just enough about investing to get him in trouble and keep him from reaching his financial goals. Failing to run the table with options and individual stocks, Dennis at least knows enough to seriously consider funds as the sensible way to proceed. But the active vs. passive dilemma has him stumped. A math jock, he can interpret the numbers overwhelmingly in favor of the passive strategy, but he can’t get his head around the seeming illogic that no management is the best management. Why can’t he? Many reasons, starting with our culture’s caricature of the stock market as a dizzying roller coaster more likely than not to let you off at the bottom. What was the mindset around the dinner table at Dennis’s home? Imagine if his grandparents went bankrupt in the Crash of 1929. Or that his tech-heavy education funds were decimated in the dot.com debacle. From those grim family stories, Dennis’s parents may well have preached a strict investment conservatism. We’ve now had a glimpse of a possible source of your friend’s reluctance to act on two decisive decades of academic research. Fear of devastating loss had been drilled into him in childhood. Without a portfolio manager, full-service broker or financial advisor at the…
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My Newest Nemesis

YOGI BERRA IS MY favorite guru. His quip, “It ain’t over till it’s over,” pretty much sums up my losing battle with technology stocks. The saga all began with an upbringing that bred a need for achievement that could never be satisfied, coupled with a prohibitive anxiety over risk-taking and failure. This family tape has played over and over again in my head as I’ve struggled to steer a course as a mutual and exchange-traded fund investor. During the lurching but inexorable bull market of my young adulthood, I would hide out in bond, balanced and option-income funds, on the outside looking in. I’ve been feuding with technology stocks for decades. In the late 1970s, I dabbled in T. Rowe Price New Horizons (symbol: PRNHX), which invests in emerging companies on a high-growth-at-a-reasonable-price basis. But it’s not a dedicated technology fund. Then came 1980, when investors anticipated the election of business-friendly Ronald Reagan and drove the S&P up a raucous 32%. I was flush with my New Horizons success and brimming with overconfidence as Fidelity Investments launched its suite of sector funds in 1981. I was the perfect patsy, redeeming my New Horizons shares and plowing the proceeds into shiny new Fidelity Select Technology (FSPTX) to ride out the raging bull without a saddle. Soon enough, I bailed out of my tech fund at the behest of those old demons—need for achievement and anxiety—cleverly sidestepping 20%-plus gains in each of the next two years. I had to concede that my fear of failure doomed me to being a lousy trader, while the writings of Eugene Fama and later Jeremy Siegel brought home the logic and power of long-term investing in the broad stock market. What to do? Where to go? My solution has been to invest primarily in index funds,…
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Don’t Get Catty

I'VE NEVER RENTED TO cats. The opportunity came my way recently via an email from my property manager. An elderly couple was interested in renting our flagship duplex, which would become available in August. The prospects were smitten by the location near their church and grandchildren, and they seemed like a landlord’s dream. No undergraduate mayhem and no complaints from neighbors about beer cans strewn on the front lawn. They were also likely long-term renters, so I could say goodbye to the seasonal campus merry-go-round. And they wanted to move in as soon as the current tenants vacated. But there was a hitch: They had four cats. Pending their safe passage through our standard application and credit screen, I savored the prospect of reeling them in. My reasoning was good-part rational but—with the clarity that comes from time and emotional distance—also disconcertingly irrational. The couple was anxious to move in “as is” as soon as the current renters left and the place was spiffed up—but there would be no new paint ($3,500 saved) and no new carpet because of the cats (another $3,500 saved), plus the applicants were referred by the departing tenants, meaning no re-rental fee to a realtor (half the first month’s rent of $2,500). Over the years, I’ve learned not to minimize the prohibitive cost of a conventional renter turnaround. It’s more than just a month’s lost rent, along with the expense of repairs and primping for the new occupant. Property investors chronically underestimate the length of time required to complete the re-rental process, and hence the pinch to their cash flow. Often, the property manager and repair person have trouble connecting. Or the vacating tenants aren’t motivated to find a mutually convenient time to meet the technician or make the home available for an applicant’s walk-through.…
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Soul Brothers

IT WAS PROBABLY THE last time I would see my brother. I’m 78 and ravaged by a chronic but controlled cancer, a stroke warning and a stent. Rich is 74, with a health profile only a little less foreboding. Both of our parents died at 81. Always cordial but not always close, we’ve worked through his resentment about how I abdicated my role as an older brother and my jealousy about his close relationship with our explosive father. We talk maybe once every few weeks, but—living on opposite coasts—we hadn’t seen each other for seven years. I sped down Route 80 toward San Francisco, exiting on Route 12 North to Napa Valley, California’s answer to French wineries and countryside. I turned into the driveway of the resort and instantly spotted that long, angular frame waving in front of one of the stand-alone cabins. He was in jeans and wearing a Miami Hurricanes hat. We instinctively rushed toward each other and embraced tightly for a long time before walking arm in arm to the hotel restaurant. Like most families, ours had to learn some of life’s darkest lessons. We survived my sister’s murder by a serial killer and my own debilitating depression. A tumultuous but tight-knit group, we hunkered down and looked to fly under the radar, determined to make good after centuries of religious discrimination. Rich and I were raised by the same parents in the same house, but our internal interpretations of our childhood are very different. My brother uses the word “idyllic.” I felt unappreciated and rejected for my soft interests like writing and stamp collecting. The elephant in the room was my father, a Romanian immigrant resolved to avenge his personal experiences with bigotry by building a small real estate empire. My brother was the loyalist who…
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A Father’s Bequest

BE CAREFUL WHAT YOU wish for: Your kid may grow up to be too much like you. Many parents do an exemplary job raising their children. The rest of us bumble along, knowing we aren’t perfect but praying we’ve been good enough. I believe I fall into the “good enough” category. But I also believe I went overboard expressing approval for the ways my son Ryan was becoming like me—or the person I once desired to be. Ryan, now age 35, emerged from our family cauldron a really good guy. Yet I see how my need for his admiration made me less attuned to his own emerging identity. He strove to win his father’s approval and has become in many ways, laudable and not, much like me. Children aren’t here to be their parents’ trophies. My parents didn’t realize that—and nor did I. When Ryan struck out with men on base, he saw the disappointment on my face. He heard me confront a high school administrator about the validity of a standardized test on which Ryan’s performance proved to be ordinary. I encouraged Ryan to apply to two schools that had rejected me, a last shot at redemption. How do I know my need to relive my life through Ryan’s achievements left a wound? That’s easy. Ryan has called my wife Alberta and me on it numerous times. He knew he wasn’t good enough to be a starter on the high school freshman basketball team, yet I questioned the coach. He felt humiliated when we closely edited his college admissions essay. Always a good public speaker, Ryan was incredulous when we suggested he was probably the best teacher at the Jesuit high school where he worked. “What’s with you guys, you’ve never seen me teach?” A constant feeling that he…
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