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First Job, Lasting Impact

"In ‘80 I graduated with 10K in loans, of course my first job only paid 13.5 K"
- David Lancaster
Read more »

There is no such thing as a tax loophole, but here they are anyway

"“It was easy to calculate to keep MAGI at the number you want.” That was the key, knowing what was the maximum MAGI to avoid paying premiums. In our case we used inherited Roths above the MAGI, the MAGI funds came from our IRAs."
- David Lancaster
Read more »

Quinns visit to Mar-a-Lago

"You buried the lead on this one, you visit Mar-a-lago and wind up telling us about a conversation with a deckhand? Though it makes me realize there is little politician in you, as when pressed about specifics you mention you were “a guest of some company. I can’t recall which one though.” "
- Michael Flack
Read more »

Take a Look In the Mirror

"I would say there is a slight difference, some potential misfortune can be planned for and avoided."
- R Quinn
Read more »

Resilient Investing

BACK IN 2010, at the Berkshire Hathaway annual meeting, a shareholder challenged Warren Buffett. Noting that shares of motorcycle maker Harley-Davidson had nearly tripled over the prior year, he asked Buffett why he had chosen to buy the company’s bonds rather than its stock. Buffett’s reply was a two-minute masterclass in how to think about investments. It’s worth walking through it point by point. To start, Buffett acknowledged that hindsight can be cruel. “I might have asked the same question,” he said. But then he reminded the investor that we should never judge an investment decision solely based on its result. Instead, he emphasized the importance of a sound decision-making process. He then detailed how he thought about the Harley decision at the time. Buffett started at a high level, with a discussion of asset allocation, and here he made a counterintuitive argument. Many of Berkshire Hathaway’s liabilities extended out more than 50 years, he said, and with such a long time horizon, it might seem like the company could afford to take an almost unlimited amount of risk in the stock market. Buffett acknowledged that was indeed the case. But, he said, “we would never have all our money in stocks,” even if, on paper, it seemed like the best choice. Buffett and his partner, Charlie Munger, still chose to hold substantial amounts in bonds, even if that meant giving up potential gains. Why? Buffett went on to explain why holding bonds made sense even in the absence of any clear need. For starters, bonds provide flexibility during stock market downturns. And since bear markets always arrive without notice, and can last multiple years, it makes sense to hold bonds, more or less, at all times. Perhaps not surprisingly, Buffett once mentioned that a trust he’d established for his family was similarly structured, with 10% in bonds, even though it had a long time horizon and could theoretically afford to be entirely in stocks. Coming back to the Harley-Davidson decision, Buffett referenced his mentor, Benjamin Graham. In his book Security Analysis, he had explained the relative benefits of “junior” and “senior” securities. “Junior securities,” Buffett said, “usually do better, but you’re going to sleep better with the senior securities.” What did he mean by junior and senior? In a typical corporate structure, where a company has issued both bonds and stocks, bondholders would have first claim on the company’s assets if it went into distress. Stockholders, on the other hand, would be further back in line. For that reason, bonds are said to be senior, while stocks are junior. It’s an important distinction. Because of this structure, bonds are inherently more secure than stocks. They are essentially IOUs. But also because of that structure, bonds will normally have lower returns than stocks. Companies know they don’t have to offer as much in the way of interest to bondholders because of their more senior position. This is the technical reason why, all things being equal, bonds offer both lower risk and lower returns than stocks. Buffett acknowledged that Harley-Davidson was a beloved company. “I kind of like a company where your customers tattoo your name on their chest.” Still, Buffett said, there were no guarantees. Even great companies can run into trouble. It was for this reason, Buffett said, that buying Harley-Davidson’s bonds was a relatively easy decision. “I knew enough to lend them money. I didn’t know enough to buy [the stock].” That’s because buying the stock would have required a much more detailed analysis of the motorcycle market, including an understanding of consumer trends and the effects of competition on Harley’s profit margins. Buying the company’s bonds, on the other hand, “was a very simple decision. It was just a question of, are they going to go broke or not?”  When we choose to buy bonds, in other words, we’re intentionally choosing the slow lane, but it’s for a reason: because bonds offer a level of certainty that stocks can never provide. And because of that certainty, we shouldn’t feel badly when bonds deliver meager returns. It’s by design. Buffett wrapped up the discussion acknowledging that if he’d opted for Harley’s stock, he would have made far more money for Berkshire shareholders. But that wasn’t the right yardstick, he argued. “We are running this place so that it can stand anything.” That, I think, is the most important thing we can take away from this story. The investment industry spends a lot of time talking about performance—and specifically, about outperformance. Of course, we all want to see our investments grow, but what’s most important, in my view, is that your portfolio be resilient enough to “stand anything.” One of the benefits of stock market downturns is that they give us an opportunity to stress test our emotional response to the market. After a roughly 10% downturn earlier this year, stocks are back at all-time highs, so this is a good time to take the temperature of your portfolio. If you lost some sleep during the downturn this spring, or the one we experienced last spring, this might be a good time to shift some of your portfolio to more senior, more secure, securities. If, on the other hand, you barely even noticed these downturns, that’s important information as well. Investing, in other words, isn’t just about numbers. 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 »

Help for divorcing daughter

"Are you sure this is still true after passage of the Social Security Fairness Act? "SBP is mainly to get through the working years as the benefit lessens the less time that you can collect (based on SS benefits).""
- ostrichtacossaturn7593
Read more »

Best method for buying home for permanently disabled daughter (SSI and ABLE account)

"Great question Nick. That was my first thought, too. I thought it would be a good and more affordable first step for her to get comfortable living on her own. However, she has a service dog, Maggie, so having a fenced-in yard for Maggie to play and do her "business" vs. Alyssa walking her on a leash at an apartment complex early in the morning before she heads to work was something we (especially my retired FDNY husband) felt was paramount for her safety. We also thought given market conditions investing in a property now would allow us to create longer term value for her as a homeowner vs renting."
- Dianne Baumert-Moyik
Read more »

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

"The comments here are encouraging when you compare what is posted on social media which is essentially - why should we pay taxes, but give us more, including free healthcare. "
- R Quinn
Read more »

Country Club Venture Capital 

"Totally agree. This is a "fun" investment, a flyer with no real expectation of return, like buying a share in a racehorse. You get the thrill of participation and the hope of contributing to a great success down the road, and if you're lucky you get to see "your" golfer play on TV some Sunday. It's got to be like watching "your" horse run in the Preakness. But I strongly doubt anybody makes such an investment expecting anything more than that."
- Mike Gaynes
Read more »

The Rent is Too Damn High!

"David Lancaster, a very good example of the idea that "as often when it comes to home repair doing nothing is preferable to getting screwed." An additional thought: buy a couple of ice trays?"
- Michael Flack
Read more »

Starting Up – Part 2

"Thank you so much Margaret. My back is so much better. I have a lot of wires, screws and spacers holding me together from L4 to S1 but I can now walk. Unfortunately no more landscaping."
- Andrew Clements
Read more »

Retirement Accounts

I WAS SCROLLING through social media recently and saw somebody dismiss retirement accounts as “paper wealth.” The argument was familiar: Your money is locked away and you’re waiting for permission to access it.

Post Example

There’s a grain of truth here. Retirement accounts do come with rules. But much of the discussion online ignores how flexible these accounts actually are. More important, it ignores the enormous tax advantages.

Most people today will likely live well beyond age 59½. Many will spend two or three decades in retirement. Even if somebody retires early, they’ll still need assets later in life.

That’s why ignoring retirement accounts at age 30 often isn’t wise. You could end up giving away 30 or 40 years of tax-advantaged compounding.

It also isn’t an all-or-nothing decision. We can use taxable brokerage accounts, Roth IRAs and 401(k)s together. Each account serves a different purpose.

Retirement accounts also provide rebalancing flexibility that taxable accounts don’t.

Inside a Traditional or Roth IRA, investors can rebalance portfolios without triggering capital gains taxes. Somebody who wants less stock market exposure can freely sell shares and buy bonds, Treasurys or other funds without generating an immediate tax bill. That matters over long periods of time.

The other misconception is that retirement accounts are completely inaccessible until age 59½. 

Let's talk about Rule 72(t), also called Substantially Equal Periodic Payments, or SEPP. This IRS rule allows penalty-free withdrawals before age 59½ if specific requirements are followed.

Using online 72(t) calculators, a $500,000 retirement account could potentially generate annual withdrawals of roughly $30,000 while avoiding the normal 10% early-withdrawal penalty:

72(t) calculator

The payments must continue for a required period and the IRS rules are strict. Still, the broader point remains: There are legal ways to access retirement funds earlier than many people realize.

The Rule of 55 is another example.

If you leave your employer during or after the year you turn 55, you can often withdraw money from that employer’s 401(k) without the normal 10% penalty. Again, the money is not completely locked away until 60.

Roth IRAs may also be flexible. Contributions can be withdrawn anytime tax- and penalty-free because taxes were already paid before the money went into the account.

That doesn’t mean people should tap retirement accounts early. But accessibility is very different from impossibility.

Roth IRAs also happen to be among the most powerful wealth building tools available.

Qualified withdrawals are tax-free. Dividends compound without yearly tax bills. Investors can buy and sell investments inside the account without triggering taxable events.

You may remember a famous example about Peter Thiel. According to reporting by ProPublica, Thiel reportedly grew a Roth IRA from $2,000 to more than $5 billion between 1999 and now. He turns 59½ in 2027, meaning those withdrawals could potentially be tax-free. Imagine if he had decided to skip retirement accounts because he wanted to “live now.”

Employer matches are another point often ignored online. Skipping a 401(k) match can be one of the costliest financial mistakes people make.

Suppose an employer offers a dollar-for-dollar match on the first 3% of salary contributed to a 401(k). Before the investments even grow, that’s effectively an immediate 100% return.

Very few opportunities offer that kind of risk-adjusted benefit.

In fact, somebody could theoretically contribute, collect the employer match, later withdraw the money, pay ordinary income taxes plus the 10% penalty, and still potentially come out ahead versus investing only through a taxable brokerage account with no match.

The tax advantages extend beyond employer matches.

Inside retirement accounts:

  • Dividends can compound without annual tax drag
  • Investors can rebalance without triggering taxable events
  • Capital gains taxes are deferred or eliminated, depending on the account type

Compare that with a taxable brokerage account, where dividends may create yearly tax bills and selling appreciated shares can trigger capital gains taxes.

Retirement accounts can also create opportunities for tax arbitrage.

Somebody contributing while in the 22% or 24% marginal federal tax bracket today might eventually withdraw money while in the 10% or 12% bracket during retirement.

State taxes can widen the advantage even more. Some states provide tax deductions on retirement contributions while later taxing retirement withdrawals lightly or not at all.

Early retirees often use Roth conversion ladders as well.

The process generally works like this:

  • Move money from a Traditional IRA or 401(k) into a Roth IRA
  • Pay taxes on the converted amount
  • Wait five years
  • Withdraw the converted funds penalty-free

Like Rule 72(t), there are strict rules involved. But these strategies exist because retirement accounts were never designed to be prison cells.

The larger point is that retirement planning should involve multiple tools working together. Taxable brokerage accounts provide flexibility. Roth IRAs provide tax-free growth. Traditional retirement accounts can reduce taxes during high-earning years.

None of these accounts are perfect by themselves. Together, however, they can create an extremely efficient system for building long-term wealth.

That’s why describing retirement accounts as “paper wealth” misses the bigger picture.

 

Bogdan Sheremeta is a licensed CPA based in Illinois with experience at Deloitte and a Fortune 200 multinational.  
Read more »

First Job, Lasting Impact

"In ‘80 I graduated with 10K in loans, of course my first job only paid 13.5 K"
- David Lancaster
Read more »

There is no such thing as a tax loophole, but here they are anyway

"“It was easy to calculate to keep MAGI at the number you want.” That was the key, knowing what was the maximum MAGI to avoid paying premiums. In our case we used inherited Roths above the MAGI, the MAGI funds came from our IRAs."
- David Lancaster
Read more »

Quinns visit to Mar-a-Lago

"You buried the lead on this one, you visit Mar-a-lago and wind up telling us about a conversation with a deckhand? Though it makes me realize there is little politician in you, as when pressed about specifics you mention you were “a guest of some company. I can’t recall which one though.” "
- Michael Flack
Read more »

Take a Look In the Mirror

"I would say there is a slight difference, some potential misfortune can be planned for and avoided."
- R Quinn
Read more »

Resilient Investing

BACK IN 2010, at the Berkshire Hathaway annual meeting, a shareholder challenged Warren Buffett. Noting that shares of motorcycle maker Harley-Davidson had nearly tripled over the prior year, he asked Buffett why he had chosen to buy the company’s bonds rather than its stock. Buffett’s reply was a two-minute masterclass in how to think about investments. It’s worth walking through it point by point. To start, Buffett acknowledged that hindsight can be cruel. “I might have asked the same question,” he said. But then he reminded the investor that we should never judge an investment decision solely based on its result. Instead, he emphasized the importance of a sound decision-making process. He then detailed how he thought about the Harley decision at the time. Buffett started at a high level, with a discussion of asset allocation, and here he made a counterintuitive argument. Many of Berkshire Hathaway’s liabilities extended out more than 50 years, he said, and with such a long time horizon, it might seem like the company could afford to take an almost unlimited amount of risk in the stock market. Buffett acknowledged that was indeed the case. But, he said, “we would never have all our money in stocks,” even if, on paper, it seemed like the best choice. Buffett and his partner, Charlie Munger, still chose to hold substantial amounts in bonds, even if that meant giving up potential gains. Why? Buffett went on to explain why holding bonds made sense even in the absence of any clear need. For starters, bonds provide flexibility during stock market downturns. And since bear markets always arrive without notice, and can last multiple years, it makes sense to hold bonds, more or less, at all times. Perhaps not surprisingly, Buffett once mentioned that a trust he’d established for his family was similarly structured, with 10% in bonds, even though it had a long time horizon and could theoretically afford to be entirely in stocks. Coming back to the Harley-Davidson decision, Buffett referenced his mentor, Benjamin Graham. In his book Security Analysis, he had explained the relative benefits of “junior” and “senior” securities. “Junior securities,” Buffett said, “usually do better, but you’re going to sleep better with the senior securities.” What did he mean by junior and senior? In a typical corporate structure, where a company has issued both bonds and stocks, bondholders would have first claim on the company’s assets if it went into distress. Stockholders, on the other hand, would be further back in line. For that reason, bonds are said to be senior, while stocks are junior. It’s an important distinction. Because of this structure, bonds are inherently more secure than stocks. They are essentially IOUs. But also because of that structure, bonds will normally have lower returns than stocks. Companies know they don’t have to offer as much in the way of interest to bondholders because of their more senior position. This is the technical reason why, all things being equal, bonds offer both lower risk and lower returns than stocks. Buffett acknowledged that Harley-Davidson was a beloved company. “I kind of like a company where your customers tattoo your name on their chest.” Still, Buffett said, there were no guarantees. Even great companies can run into trouble. It was for this reason, Buffett said, that buying Harley-Davidson’s bonds was a relatively easy decision. “I knew enough to lend them money. I didn’t know enough to buy [the stock].” That’s because buying the stock would have required a much more detailed analysis of the motorcycle market, including an understanding of consumer trends and the effects of competition on Harley’s profit margins. Buying the company’s bonds, on the other hand, “was a very simple decision. It was just a question of, are they going to go broke or not?”  When we choose to buy bonds, in other words, we’re intentionally choosing the slow lane, but it’s for a reason: because bonds offer a level of certainty that stocks can never provide. And because of that certainty, we shouldn’t feel badly when bonds deliver meager returns. It’s by design. Buffett wrapped up the discussion acknowledging that if he’d opted for Harley’s stock, he would have made far more money for Berkshire shareholders. But that wasn’t the right yardstick, he argued. “We are running this place so that it can stand anything.” That, I think, is the most important thing we can take away from this story. The investment industry spends a lot of time talking about performance—and specifically, about outperformance. Of course, we all want to see our investments grow, but what’s most important, in my view, is that your portfolio be resilient enough to “stand anything.” One of the benefits of stock market downturns is that they give us an opportunity to stress test our emotional response to the market. After a roughly 10% downturn earlier this year, stocks are back at all-time highs, so this is a good time to take the temperature of your portfolio. If you lost some sleep during the downturn this spring, or the one we experienced last spring, this might be a good time to shift some of your portfolio to more senior, more secure, securities. If, on the other hand, you barely even noticed these downturns, that’s important information as well. Investing, in other words, isn’t just about numbers. 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 »

Help for divorcing daughter

"Are you sure this is still true after passage of the Social Security Fairness Act? "SBP is mainly to get through the working years as the benefit lessens the less time that you can collect (based on SS benefits).""
- ostrichtacossaturn7593
Read more »

Best method for buying home for permanently disabled daughter (SSI and ABLE account)

"Great question Nick. That was my first thought, too. I thought it would be a good and more affordable first step for her to get comfortable living on her own. However, she has a service dog, Maggie, so having a fenced-in yard for Maggie to play and do her "business" vs. Alyssa walking her on a leash at an apartment complex early in the morning before she heads to work was something we (especially my retired FDNY husband) felt was paramount for her safety. We also thought given market conditions investing in a property now would allow us to create longer term value for her as a homeowner vs renting."
- Dianne Baumert-Moyik
Read more »

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

"The comments here are encouraging when you compare what is posted on social media which is essentially - why should we pay taxes, but give us more, including free healthcare. "
- R Quinn
Read more »

Retirement Accounts

I WAS SCROLLING through social media recently and saw somebody dismiss retirement accounts as “paper wealth.” The argument was familiar: Your money is locked away and you’re waiting for permission to access it.

Post Example

There’s a grain of truth here. Retirement accounts do come with rules. But much of the discussion online ignores how flexible these accounts actually are. More important, it ignores the enormous tax advantages.

Most people today will likely live well beyond age 59½. Many will spend two or three decades in retirement. Even if somebody retires early, they’ll still need assets later in life.

That’s why ignoring retirement accounts at age 30 often isn’t wise. You could end up giving away 30 or 40 years of tax-advantaged compounding.

It also isn’t an all-or-nothing decision. We can use taxable brokerage accounts, Roth IRAs and 401(k)s together. Each account serves a different purpose.

Retirement accounts also provide rebalancing flexibility that taxable accounts don’t.

Inside a Traditional or Roth IRA, investors can rebalance portfolios without triggering capital gains taxes. Somebody who wants less stock market exposure can freely sell shares and buy bonds, Treasurys or other funds without generating an immediate tax bill. That matters over long periods of time.

The other misconception is that retirement accounts are completely inaccessible until age 59½. 

Let's talk about Rule 72(t), also called Substantially Equal Periodic Payments, or SEPP. This IRS rule allows penalty-free withdrawals before age 59½ if specific requirements are followed.

Using online 72(t) calculators, a $500,000 retirement account could potentially generate annual withdrawals of roughly $30,000 while avoiding the normal 10% early-withdrawal penalty:

72(t) calculator

The payments must continue for a required period and the IRS rules are strict. Still, the broader point remains: There are legal ways to access retirement funds earlier than many people realize.

The Rule of 55 is another example.

If you leave your employer during or after the year you turn 55, you can often withdraw money from that employer’s 401(k) without the normal 10% penalty. Again, the money is not completely locked away until 60.

Roth IRAs may also be flexible. Contributions can be withdrawn anytime tax- and penalty-free because taxes were already paid before the money went into the account.

That doesn’t mean people should tap retirement accounts early. But accessibility is very different from impossibility.

Roth IRAs also happen to be among the most powerful wealth building tools available.

Qualified withdrawals are tax-free. Dividends compound without yearly tax bills. Investors can buy and sell investments inside the account without triggering taxable events.

You may remember a famous example about Peter Thiel. According to reporting by ProPublica, Thiel reportedly grew a Roth IRA from $2,000 to more than $5 billion between 1999 and now. He turns 59½ in 2027, meaning those withdrawals could potentially be tax-free. Imagine if he had decided to skip retirement accounts because he wanted to “live now.”

Employer matches are another point often ignored online. Skipping a 401(k) match can be one of the costliest financial mistakes people make.

Suppose an employer offers a dollar-for-dollar match on the first 3% of salary contributed to a 401(k). Before the investments even grow, that’s effectively an immediate 100% return.

Very few opportunities offer that kind of risk-adjusted benefit.

In fact, somebody could theoretically contribute, collect the employer match, later withdraw the money, pay ordinary income taxes plus the 10% penalty, and still potentially come out ahead versus investing only through a taxable brokerage account with no match.

The tax advantages extend beyond employer matches.

Inside retirement accounts:

  • Dividends can compound without annual tax drag
  • Investors can rebalance without triggering taxable events
  • Capital gains taxes are deferred or eliminated, depending on the account type

Compare that with a taxable brokerage account, where dividends may create yearly tax bills and selling appreciated shares can trigger capital gains taxes.

Retirement accounts can also create opportunities for tax arbitrage.

Somebody contributing while in the 22% or 24% marginal federal tax bracket today might eventually withdraw money while in the 10% or 12% bracket during retirement.

State taxes can widen the advantage even more. Some states provide tax deductions on retirement contributions while later taxing retirement withdrawals lightly or not at all.

Early retirees often use Roth conversion ladders as well.

The process generally works like this:

  • Move money from a Traditional IRA or 401(k) into a Roth IRA
  • Pay taxes on the converted amount
  • Wait five years
  • Withdraw the converted funds penalty-free

Like Rule 72(t), there are strict rules involved. But these strategies exist because retirement accounts were never designed to be prison cells.

The larger point is that retirement planning should involve multiple tools working together. Taxable brokerage accounts provide flexibility. Roth IRAs provide tax-free growth. Traditional retirement accounts can reduce taxes during high-earning years.

None of these accounts are perfect by themselves. Together, however, they can create an extremely efficient system for building long-term wealth.

That’s why describing retirement accounts as “paper wealth” misses the bigger picture.

 

Bogdan Sheremeta is a licensed CPA based in Illinois with experience at Deloitte and a Fortune 200 multinational.  
Read more »

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Get Educated

Manifesto

NO. 57: WE FAVOR possessions for their lasting value, but often we get greater happiness when we spend money on experiences. Forget the new car. Instead, take the family to Paris.

think

MARKET EFFICIENCY. As news breaks that effect the economy and individual companies, investors immediately buy and sell stocks in response, so share prices reflect all publicly available information. Because the market is so efficient, it’s all but impossible for investors to beat the market averages over the long haul, especially after figuring in their own investment costs.

act

SHARE YOUR PAYSTUB and financial statements with your kids. This show and tell will give you a chance to discuss the importance of saving, the power of compounding, and how much of your income goes toward taxes, housing and other items. Any one conversation might be brief and appear to have little impact. But over time, your children will learn a lot.

humans

NO. 66: WE HUNGER for a sense of control, and a great place to start is our financial life. By taking charge of our finances early on, we can avoid a lifetime of money stress. Meanwhile, we’re often miserable when we’re dependent on others—something likely to occur as we age. As our physical and mental faculties fail us, we may feel we’re losing control of our life.

Basics

Manifesto

NO. 57: WE FAVOR possessions for their lasting value, but often we get greater happiness when we spend money on experiences. Forget the new car. Instead, take the family to Paris.

Spotlight: Behavior

Lessons you have learned from articles by Jonathan

While there are thousands who have been following Jonathan’s columns and articles for decades, I started reading his articles only about a year and a half ago.
His articles influenced me to change my investing behavior. Now I am focused only on broad market ETFs and not reacting to frequent market gyrations. I am sure many of you have learned much from him and made changes to how you think about investing.
This goes beyond financial lessons.

Read more »

Let’s Be Adults

I have no desire to oversee a website where folks work out their anger issues by posting snarky political comments. But lately, that anger has been on full display, and we all know why. Love him or hate him, Donald Trump clearly elicits strong emotions.
But here’s the thing: Those strong emotions may be justified—but they’re hard to justify on financial grounds, just as they were hard to justify during the Biden presidency. Consider:

The unemployment rate was 4.1% when Biden left office,

Read more »

Eyes Forward

AT THE 2016 SUMMER Olympics in Rio de Janeiro, South Africa’s Chad Le Clos challenged Michael Phelps for the gold medal in the 200-meter butterfly. A famous image emerged from that event: Throughout the semifinal, Le Clos repeatedly looked over at Phelps as he struggled to keep up. Meanwhile, Phelps just kept looking forward. The result: Phelps ultimately won the gold, while Le Clos trailed in fourth place.
I believe there’s a parallel between what we saw in that race and what we see in the investment world.

Read more »

Do You Worry About Money Every Day?

An article in Employee Benefits News paints a dim picture of retirement. One that may reflect the real world beyond the HumbleDollar community.
Here again we are relying on a survey so who knows how accurate, but I bet worrying and anxiety over money in retirement is not uncommon. Can you imagine retiring with no clue about the viability of your finances?
It says retirees are struggling to make their savings stretch.
According to Schroder’s 2025 U.S.

Read more »

Feeling Secure

I love going to bed. There’s something comforting about lying in the darkness, wrapped in the sheets and blankets, knowing the wider world is unlikely to intrude. What bad could possibly happen? To me, there’s no safer place.
No doubt others feel differently, finding a sense of security elsewhere—in their SUV safely separated from other drivers, in the hefty balance in their checking account, in their large house fenced off from their neighbors, in their modest monthly financial obligations,

Read more »

What Wisdom Can You Share?

Hi Jonathan,
I found you by reading an article you wrote for AARP, which led me to your HumbleDollar site and everyone’s articles. Very informative and useful!
I too got a surprise diagnosis of metasticized cancer a few years ago and fortunately have been successfully treated, so far. It has indeed illuminated my perspective on life. I expect to have more than a few months but am more cognizant of what is truly important in life.

Read more »

Spotlight: Perry

Forfeiture laws vs. Tax laws

The link below is to an interesting, to me, Sixth Circuit Court of Appeals tax case that was published March 19, 2025 titled Hubbard v. Comm’r of Internal Revenue https://www.opn.ca6.uscourts.gov/opinions.pdf/25a0064p-06.pdf I was not previously aware that there are two types of criminal forfeitures and the impact, at least so far, determined the taxability of a IRA distribution after forfeiture when the forfeiture order identifies the “specific property”  (the IRA among other things) that the defendant must relinquish. Apparently, the government becomes the owner of this property at the time of a conviction per this Court of Appeals and Hubbard did not have taxable income event when the IRS withdrew the $400K+ from his former IRA. In the non criminal arena this case comments that if you have been swindled out of an IRA by theft and then to add insult to injury you get a 1099-R saying you have taxable income from the IRA distribution you did not receive that there is case law you may  reference when preparing your return and excluding that income and when/if you get correspondence from the IRS. See that case reference on page 9 of the link titled Balint v. Comm’r. However, I do not believe it was economic thinking to bring this tax case after the district court had already ordered Hubbard to serve decades in prison for illegally operating an illegal “pill mill”, but rather to send a message that doing so will mean you will lose everything.      
Read more »

Vanguard’s Transfer on Death Plan Kit

It appears that Vanguard on 9/20/2025 changed their lack of an option to transfer a joint taxable brokerage upon the death of the last owner to survive via a Transfer On Death designation. My understanding is you now may do so via completing a online form, printing, executing the form and mailing the completed form to Vanguard. Making that change does not yet appear to be an action you can currently do online. I think you can find their form here. Of course it is better to go directly to the financial website you use directly and find the form there than relying on the link I found online. Vanguard appropriately advises and urges you to consult with your legal advisor before you enroll and before making changes so that if you do not understand any of the ramifications of making the change you have been warned. Thanks to a recent Bogleheads Forum post for alerting me of this change at Vanguard. Reminds me of the quip about what I know for sure being wrong. Yep, things change, once again.
Read more »

The 2024 Bogleheads Conference videos are now available online

I have been checking the Bogle Center looking for the release of the 2024 conference videos. I have enjoyed and learned from the prior year conference videos. The 2024 conference videos are now available. https://boglecenter.net/2024conference/
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Do farmers get to retire?

In an article published today titled Retiring from Farming is Complex and Not Always Planned the Center for Retirement Research at Boston College discusses the additional challenges that farmers face in their retirement planning. https://crr.bc.edu/retiring-from-farming-is-complex-and-not-always-planned/ My wife and I are just back from a road trip Christmas visit with two of our adult children and their families that included driving across Indiana twice. After again seeing the vast farm lands and work I wanted to express my gratitude and appreciation to our farmers who keep us fed and whose efforts helps make my comfortable retirement possible.
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John Rekenthaler’s Farewell, For Now

On 11/12/2024 John Rekenthaler's last regularly scheduled column for Morningstar was published.  The column shares his thoughts about his career, the future and a self described tale of triumph in moving from full time writing in the financial arena to the retirement of his choosing which may include some writing as he plans to continue to submit articles to Morningstar when a topic interests him. I have enjoyed his regular columns, I look forward to any future ones he graces us with and will miss his writing when those future articles eventually ends. I hope John enjoys his retirement and maybe his un-retirement. The column can be found at - https://www.morningstar.com/columns/rekenthaler-report/farewell-now  
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IRS Notice 2025-68 – I’m trying to understand an aspect of the new tax law

On 12/02/2025 the IRS issued Notice 2025-68 which is a notice of intent to issue regulations with respect to section 530A Trump accounts that will become active no sooner than July 4, 2026, one year after the signing of the legislation  commonly referred to as OBBBA. Thus the IRS is in the very early stages of the writing of the tax rules as this 44 page notice is not proposed regulations or final regulations but largely a question and answer format of IRS preliminary thinking and intent to propose regulations providing guidance. Section IV of this IRS notice contains a request for our comments regarding Trump accounts. I expect there will be many comments. There is a lot complexity in this new law and Notice 2025-68 addresses a lot of my initial questions about how Treasury/IRS is thinking about a limited portion of this new law. From page 22 of the notice (I have made the print bold for the part that bothers me) - D. ELIGIBLE INVESTMENTS Section 530A(b)(1)(C)(iii) provides that, during the growth period, no part of the Trump account funds may be invested in any asset other than an eligible investment. Section 530A(b)(3)(A) provides that an “eligible investment” means any mutual fund or ETF which (i) tracks the returns of a qualified index, (ii) does not use leverage, (iii) does not have annual fees and expenses of more than 0.1 percent of the balance of the investment in the fund, and (iv) meets such other criteria as the Secretary determines appropriate. Section 530A(b)(3)(B) provides that a “qualified index” means the Standard and Poor’s 500 stock market index, or any other index which is comprised of equity investments in primarily U.S. companies and for which regulated futures contracts (as defined in section 1256(g)(1)) are traded on a qualified…
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