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Selling variable annuities would have been the oldest profession—but prostitutes got there first.

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Note to HD Writers and Contributors

"Thank Martin. I agree that that some of the posts should have been better moderated, hence the Forum Rules post."
- Elaine M. Clements
Read more »

Simplify Everything

"Thanks for the great suggestion 👍"
- Doug C
Read more »

Stock Market Contest

"LH, thanks, and I'd love to know more about your sons class; it might make an interesting article. Also, I grew up one block out of Whitmer district (in Start district). Had many, many friends from the area."
- Dan Smith
Read more »

Tax Efficiency

TAX EFFICIENT FUND placement is an often underrated topic. The goal of the tax efficient fund placement is to minimize taxes within your investments, and select the right account for those investments.

But how much does that actually matter?

Vanguard’s research finds that a thoughtful asset location strategy can add significantly more value than an equal location strategy. The value added typically ranges from 5 to 30 basis points of after-tax return, depending on circumstances (e.g., income, portfolio size).

Investors generally have access to different account types, including:

  • Tax-free accounts (Roth IRA, Roth 401(k))
  • Taxable brokerage accounts
  • Tax-deferred accounts (401(k), 403(b), Traditional IRA)

If you are an employee that may not have access to a retirement plan, you could perhaps consider a Solo 401(k) if you have "side hustle" business income.

Generally, if your investments are all in tax-deferred or tax-free accounts, fund placement will not make a huge difference for you. That is because these accounts already come with tax efficiency.

If that's your case, two things become important though:

1. Consideration between pre-tax, like Traditional 401(k) or after-tax account, like Roth 401(k). Put simply, this decision generally comes down to your marginal tax rate now versus marginal tax rate in the future (which isn't something easy to predict due to the ever-changing tax landscape).

2. Account allocation. It becomes equally important where exactly you are investing. Roth accounts grow tax-free and qualified withdrawals are tax-free. You likely don't want to hinder that growth by choosing conservative assets (like fixed income, Money Market Funds, and so on).

Tax-efficient fund placement becomes extremely important when you also have a taxable brokerage account, along with tax-advantaged accounts. Many funds pay dividends and distribute capital gains if placed in your taxable brokerage account. At the end of the year, you receive a 1099 with that income and must pay taxes on the dividends and certain distributions.

One thing to call out from history is that you generally shouldn't hold Target Date Retirement mutual funds (or any "proprietary" funds) in your brokerage account. This is because unexpected redemptions could cause a huge tax bill.

You may remember a Vanguard 2021 fiasco where Vanguard opened an institutional TDF to more investors (lowered the minimum investment from $100M to $5M), which caused smaller retirement plans to sell out of individual funds and move into the institutional fund. This triggered massive unexpected capital gains for anyone invested in the individual funds if held in a brokerage account.

All of those unnecessary taxes could've been avoided by:

  • Choosing investments that don’t distribute many dividends or capital gains
  • Choosing passively managed investments (low portfolio turnover)
  • Placing them in tax-advantaged accounts

Let me give you a simple example:

Let’s say you are in a 22% federal tax bracket and a 5% state tax bracket, and you have some money invested in a dividend fund like Schwab US Dividend Equity ETF (SCHD). SCHD dividends are generally qualified, which means that the dividends get preferential treatment at a 15% federal tax rate for this investor.

The dividend yield is 3.43%. Considering the tax rates, the tax drag is (15% + 5%) * 3.43% = 0.686%.

To put this in perspective, a $10,000 investment will yield ~$343 in annual dividends. The tax impact on that investment will be $60.86.

Of course, if that money was in a Roth IRA, you would pay $0 in taxes on dividend distributions. Alternatively, this is something you may need to decide whether a dividend-focused investing strategy is the right one for you. For example, a Total US Stock Market ETF could have almost 3x less tax drag, and potentially more growth.

As someone in their 20s (who is subject to the Net Investment Income Tax) my focus is 100% on a growth investment strategy, rather than income generation. For someone in their 60s, that strategy could be different (even though selling shares for capital gains is better from a tax timing point of view).

A few more important points:

REIT stocks/ETFs are the least tax-efficient asset class to hold in a brokerage account because their distributions aren’t qualified, so you pay more tax (even though it may qualify for a 199A deduction).

Stocks that don’t pay dividends are the most tax-efficient to hold within your taxable account (Adobe, Amazon, Netflix, and others). However, holding individual stocks may not be the best strategy from an investment and diversification standpoint.

A big benefit of a taxable account is that the money is always easily accessible (liquidity), and you can control your withdrawal timing. While there are strategies that allow you to withdraw from retirement accounts before age 59 (like Rule of 55, 72(t) SoSEPP, Roth conversions), a brokerage account is more flexible. Therefore, analyzing the contributions and investments that go into this account is crucial.

How do you maximize tax efficiency? Let us know in the comments!   Bogdan Sheremeta is a licensed CPA based in Illinois with experience at Deloitte and a Fortune 200 multinational.  

Read more »

How Deals Hurt Returns

THERE'S BEEN DRAMA recently in a normally quiet corner of the market. This story got its start back in 2015, when Warren Buffett helped to merge food makers Kraft and Heinz. At first, it looked like a smart idea. Through cost-cutting, the combined company was expected to save more than $1 billion in annual operating expenses. “This is my kind of transaction,” Buffett said at the time, “uniting two world-class organizations and delivering shareholder value. I’m excited by the opportunities for what this new combined organization will achieve.” The excitement was short-lived, and many observers were skeptical from the start, mainly because Buffett had teamed up with a private equity firm called 3G to make the purchase. 3G had a reputation for being overly zealous when it came to cost-cutting. Initially, Buffett defended 3G. They “could not be better partners,” he wrote in his 2015 annual letter. But within a few years, it became clear that the skeptics had been right. Sales at the combined company began falling, and in 2018, Buffett’s Berkshire Hathaway recorded a $15 billion write-down on the value of its Kraft Heinz holdings. The following year, Buffett publicly acknowledged that the merger had been a mistake and that Berkshire had overpaid for its stake. “The business does not earn more because you pay more for it,” he said. In the years since, Kraft Heinz has continued to struggle with declining sales. To address the problem, in January of this year, the company brought in a new CEO, Steve Cahillane, and tasked him with splitting the company back up again. By that point, though, Buffett had changed his mind again. His view was that it was now better to leave the combined company intact rather than going through the costly exercise of trying to break it back up. A breakup, he said, wouldn’t create value. “It doesn’t do a thing, you know, for what the ketchup tastes like.” Despite his influence, though, the break-up plan appeared to be moving forward, and Cahillane took the helm on January 1 with that mandate.  Within weeks, Cahillane came around to Buffett’s point of view. The company’s woes were more fundamental, he told the board, and breaking it up wouldn’t address those core issues. Where things go next is an open question.  This story is notable because of Warren Buffett’s involvement, but it turns out not to be so unusual. Studies over the years have found that corporate mergers and acquisitions, on average, do not create value. According to a study by KPMG of more than 3,000 acquisitions, 57% of deals were found to detract from shareholder value rather than increase it. Other research puts the failure rate in the neighborhood of 70%. Aswath Damodaran, a finance professor at NYU, sums it up this way: “More value is destroyed by acquisitions than by any other action that companies take.” Why do so many transactions detract from shareholder value? Economist Richard Thaler attributes it to what he calls the “winner’s curse.” This phenomenon was first identified in the petroleum industry, where competitive auctions are held for oil leases. Research found that the winners of these competitive auctions often ended up disappointed—not because they didn’t find any oil, but simply because they had overpaid. Thaler explains that auctions—especially when there are large numbers of bidders—can cause some participants to become emotional, to the point that they become undisciplined and end up bidding too much. The winners in these situations are thus “cursed” because they’re the ones who were willing to overpay the most and thus tend to be most disappointed. Thaler found that the winner’s curse dynamic appears across industries, and that is what explains the poor track record of corporate acquisitions. Competitive situations, whether it was in the Kraft-Heinz case, or in the one that recently played out in the competition for Paramount, can cause prices to go too high. That’s great for sellers but a key reason why acquirers often end up regretting their decisions and why a large number of corporate takeovers end up being reversed. So why, despite all this data, do corporate managers—including even Warren Buffett—pursue these transactions? There are three key reasons.  The first is that they’re an easy way for companies to combat stagnant growth—much easier than the hard work of developing new products. This helps explain the Kraft-Heinz tie-up. According to a write-up in 2015, when the merger was first announced, many of Kraft’s businesses had been stalled out, delivering zero or even negative growth. Another reason mergers and acquisitions are popular despite the odds: Corporate managers tend to overestimate the economic benefits—so-called synergies—that will result from a transaction. Consider companies like Kraft and Heinz. It was easy to make the argument that two companies in the same industry would be able to gain significant efficiencies by combining operations and realizing economies of scale. And since some number of transactions do succeed, even if it’s only a minority, it’s natural for corporate managers to believe that their transaction will be the one to beat the odds. In a 1986 paper, economist Richard Roll identified a related phenomenon, which he dubbed “the hubris hypothesis.” The logic is as follows: Corporate managers who find themselves in a position to be making acquisitions are, by definition, probably doing well. Their stock prices are up, and they likely have cash in the bank. Because their businesses are strong, they’re more likely to feel self-confident in their ability to succeed with a merger or an acquisition even when the data suggests the odds are against them. The lesson for individual investors? Companies will probably always pursue transactions like this that end up subtracting from shareholder value. But since there’s no way to predict when this will happen, I see this as yet another reason to choose broadly-diversified index funds, where any one company’s mistake generally won’t have too much of a negative impact. Also, to the extent that the company being acquired is also in the index, passive fund investors can enjoy the benefits that accrue to that company’s shareholders.   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 »

Family Dynamics, Part 2: Supporting Adult Children

"Aramco? My son has been with them for 13 years now. He is very secure, financially. Saudi Arabia (and nearby countries) is an interesting place to visit, although not at this time!"
- Dave Melick
Read more »

Giving Up on Owning a Home

"That is not a good sign for Gen Z. My take, is they need discipline, and if loans or not, they need to think about retirement from DAY 1. They need to save some amount, even if it is small. Spending too much will get them in trouble, if not during their working years, then in their retirement years."
- William Dorner
Read more »

Investment Versus Speculation

"Gold, not for me. Crypto, no way, maybe some new plan in the long term future. The S&P is your most stable stock market gainer, and beats all but maybe 15% to 20% of the pros. Over the last 50 years I have been in the market a 10% gain average is very hard to beat. Those 500 best American companies are very strong and winners in the long run, and Warren Buffett agrees."
- William Dorner
Read more »

Lent, Chocolate, and the Art of Retirement

"My wife would eat it anyway, purely as a lesson in why I shouldn't annoy her. 😳"
- Mark Crothers
Read more »

Blood Money

"You did the right thing, always sell some shares when the shares reach new highs. Then if they go higher sell some more. And also on the other side of the coin, buy when shares are low, like 10% a correction or 20% lower a bear market. That seems to always work."
- William Dorner
Read more »

A Big Little Move (by Dana/DrLefty)

"There is not a legal reason. My issue in not doing so currently is there would now be the additional legal expense to re-title and record the deed transfer to the RLT (in addition to the legal cost to initially create the revocable living trust (RLT) which we do not currently have) and it is also my understanding that the particular, mostly unused, large home equity line of credit (HELOC) that we have would also have to be re-established and I worry that since I have stopped working and my earned income has ended I do not know if I would be able to get a new HELOC with the high limit and terms that my current HELOC loan has. I expect that if my spouse dies first I would downsize my residence by moving and my wife would certainly have to move because of her current limited mobility should I die first. Thus when either of us dies or I become unable to maintain our current home a move is in our future. Where Dana lives, in California, I believe she can choose to include a transfer on death provision as part of the titling in a deed in lieu of using a RVT but my state currently does not allow for TOD provisions in deeds. Fortunately my state intestacy provisions currently matches our bequest intents when including post death transfers via beneficiary designations and joint ownership. In the unlikely event that my wife and I die at the same time I expect the probate process is not so onerous in my state for what assets I will expect will be left as my state allows for a simplified administration process for small estates."
- William Perry
Read more »

Note to HD Writers and Contributors

"Thank Martin. I agree that that some of the posts should have been better moderated, hence the Forum Rules post."
- Elaine M. Clements
Read more »

Simplify Everything

"Thanks for the great suggestion 👍"
- Doug C
Read more »

Stock Market Contest

"LH, thanks, and I'd love to know more about your sons class; it might make an interesting article. Also, I grew up one block out of Whitmer district (in Start district). Had many, many friends from the area."
- Dan Smith
Read more »

Tax Efficiency

TAX EFFICIENT FUND placement is an often underrated topic. The goal of the tax efficient fund placement is to minimize taxes within your investments, and select the right account for those investments.

But how much does that actually matter?

Vanguard’s research finds that a thoughtful asset location strategy can add significantly more value than an equal location strategy. The value added typically ranges from 5 to 30 basis points of after-tax return, depending on circumstances (e.g., income, portfolio size).

Investors generally have access to different account types, including:

  • Tax-free accounts (Roth IRA, Roth 401(k))
  • Taxable brokerage accounts
  • Tax-deferred accounts (401(k), 403(b), Traditional IRA)

If you are an employee that may not have access to a retirement plan, you could perhaps consider a Solo 401(k) if you have "side hustle" business income.

Generally, if your investments are all in tax-deferred or tax-free accounts, fund placement will not make a huge difference for you. That is because these accounts already come with tax efficiency.

If that's your case, two things become important though:

1. Consideration between pre-tax, like Traditional 401(k) or after-tax account, like Roth 401(k). Put simply, this decision generally comes down to your marginal tax rate now versus marginal tax rate in the future (which isn't something easy to predict due to the ever-changing tax landscape).

2. Account allocation. It becomes equally important where exactly you are investing. Roth accounts grow tax-free and qualified withdrawals are tax-free. You likely don't want to hinder that growth by choosing conservative assets (like fixed income, Money Market Funds, and so on).

Tax-efficient fund placement becomes extremely important when you also have a taxable brokerage account, along with tax-advantaged accounts. Many funds pay dividends and distribute capital gains if placed in your taxable brokerage account. At the end of the year, you receive a 1099 with that income and must pay taxes on the dividends and certain distributions.

One thing to call out from history is that you generally shouldn't hold Target Date Retirement mutual funds (or any "proprietary" funds) in your brokerage account. This is because unexpected redemptions could cause a huge tax bill.

You may remember a Vanguard 2021 fiasco where Vanguard opened an institutional TDF to more investors (lowered the minimum investment from $100M to $5M), which caused smaller retirement plans to sell out of individual funds and move into the institutional fund. This triggered massive unexpected capital gains for anyone invested in the individual funds if held in a brokerage account.

All of those unnecessary taxes could've been avoided by:

  • Choosing investments that don’t distribute many dividends or capital gains
  • Choosing passively managed investments (low portfolio turnover)
  • Placing them in tax-advantaged accounts

Let me give you a simple example:

Let’s say you are in a 22% federal tax bracket and a 5% state tax bracket, and you have some money invested in a dividend fund like Schwab US Dividend Equity ETF (SCHD). SCHD dividends are generally qualified, which means that the dividends get preferential treatment at a 15% federal tax rate for this investor.

The dividend yield is 3.43%. Considering the tax rates, the tax drag is (15% + 5%) * 3.43% = 0.686%.

To put this in perspective, a $10,000 investment will yield ~$343 in annual dividends. The tax impact on that investment will be $60.86.

Of course, if that money was in a Roth IRA, you would pay $0 in taxes on dividend distributions. Alternatively, this is something you may need to decide whether a dividend-focused investing strategy is the right one for you. For example, a Total US Stock Market ETF could have almost 3x less tax drag, and potentially more growth.

As someone in their 20s (who is subject to the Net Investment Income Tax) my focus is 100% on a growth investment strategy, rather than income generation. For someone in their 60s, that strategy could be different (even though selling shares for capital gains is better from a tax timing point of view).

A few more important points:

REIT stocks/ETFs are the least tax-efficient asset class to hold in a brokerage account because their distributions aren’t qualified, so you pay more tax (even though it may qualify for a 199A deduction).

Stocks that don’t pay dividends are the most tax-efficient to hold within your taxable account (Adobe, Amazon, Netflix, and others). However, holding individual stocks may not be the best strategy from an investment and diversification standpoint.

A big benefit of a taxable account is that the money is always easily accessible (liquidity), and you can control your withdrawal timing. While there are strategies that allow you to withdraw from retirement accounts before age 59 (like Rule of 55, 72(t) SoSEPP, Roth conversions), a brokerage account is more flexible. Therefore, analyzing the contributions and investments that go into this account is crucial.

How do you maximize tax efficiency? Let us know in the comments!   Bogdan Sheremeta is a licensed CPA based in Illinois with experience at Deloitte and a Fortune 200 multinational.  

Read more »

How Deals Hurt Returns

THERE'S BEEN DRAMA recently in a normally quiet corner of the market. This story got its start back in 2015, when Warren Buffett helped to merge food makers Kraft and Heinz. At first, it looked like a smart idea. Through cost-cutting, the combined company was expected to save more than $1 billion in annual operating expenses. “This is my kind of transaction,” Buffett said at the time, “uniting two world-class organizations and delivering shareholder value. I’m excited by the opportunities for what this new combined organization will achieve.” The excitement was short-lived, and many observers were skeptical from the start, mainly because Buffett had teamed up with a private equity firm called 3G to make the purchase. 3G had a reputation for being overly zealous when it came to cost-cutting. Initially, Buffett defended 3G. They “could not be better partners,” he wrote in his 2015 annual letter. But within a few years, it became clear that the skeptics had been right. Sales at the combined company began falling, and in 2018, Buffett’s Berkshire Hathaway recorded a $15 billion write-down on the value of its Kraft Heinz holdings. The following year, Buffett publicly acknowledged that the merger had been a mistake and that Berkshire had overpaid for its stake. “The business does not earn more because you pay more for it,” he said. In the years since, Kraft Heinz has continued to struggle with declining sales. To address the problem, in January of this year, the company brought in a new CEO, Steve Cahillane, and tasked him with splitting the company back up again. By that point, though, Buffett had changed his mind again. His view was that it was now better to leave the combined company intact rather than going through the costly exercise of trying to break it back up. A breakup, he said, wouldn’t create value. “It doesn’t do a thing, you know, for what the ketchup tastes like.” Despite his influence, though, the break-up plan appeared to be moving forward, and Cahillane took the helm on January 1 with that mandate.  Within weeks, Cahillane came around to Buffett’s point of view. The company’s woes were more fundamental, he told the board, and breaking it up wouldn’t address those core issues. Where things go next is an open question.  This story is notable because of Warren Buffett’s involvement, but it turns out not to be so unusual. Studies over the years have found that corporate mergers and acquisitions, on average, do not create value. According to a study by KPMG of more than 3,000 acquisitions, 57% of deals were found to detract from shareholder value rather than increase it. Other research puts the failure rate in the neighborhood of 70%. Aswath Damodaran, a finance professor at NYU, sums it up this way: “More value is destroyed by acquisitions than by any other action that companies take.” Why do so many transactions detract from shareholder value? Economist Richard Thaler attributes it to what he calls the “winner’s curse.” This phenomenon was first identified in the petroleum industry, where competitive auctions are held for oil leases. Research found that the winners of these competitive auctions often ended up disappointed—not because they didn’t find any oil, but simply because they had overpaid. Thaler explains that auctions—especially when there are large numbers of bidders—can cause some participants to become emotional, to the point that they become undisciplined and end up bidding too much. The winners in these situations are thus “cursed” because they’re the ones who were willing to overpay the most and thus tend to be most disappointed. Thaler found that the winner’s curse dynamic appears across industries, and that is what explains the poor track record of corporate acquisitions. Competitive situations, whether it was in the Kraft-Heinz case, or in the one that recently played out in the competition for Paramount, can cause prices to go too high. That’s great for sellers but a key reason why acquirers often end up regretting their decisions and why a large number of corporate takeovers end up being reversed. So why, despite all this data, do corporate managers—including even Warren Buffett—pursue these transactions? There are three key reasons.  The first is that they’re an easy way for companies to combat stagnant growth—much easier than the hard work of developing new products. This helps explain the Kraft-Heinz tie-up. According to a write-up in 2015, when the merger was first announced, many of Kraft’s businesses had been stalled out, delivering zero or even negative growth. Another reason mergers and acquisitions are popular despite the odds: Corporate managers tend to overestimate the economic benefits—so-called synergies—that will result from a transaction. Consider companies like Kraft and Heinz. It was easy to make the argument that two companies in the same industry would be able to gain significant efficiencies by combining operations and realizing economies of scale. And since some number of transactions do succeed, even if it’s only a minority, it’s natural for corporate managers to believe that their transaction will be the one to beat the odds. In a 1986 paper, economist Richard Roll identified a related phenomenon, which he dubbed “the hubris hypothesis.” The logic is as follows: Corporate managers who find themselves in a position to be making acquisitions are, by definition, probably doing well. Their stock prices are up, and they likely have cash in the bank. Because their businesses are strong, they’re more likely to feel self-confident in their ability to succeed with a merger or an acquisition even when the data suggests the odds are against them. The lesson for individual investors? Companies will probably always pursue transactions like this that end up subtracting from shareholder value. But since there’s no way to predict when this will happen, I see this as yet another reason to choose broadly-diversified index funds, where any one company’s mistake generally won’t have too much of a negative impact. Also, to the extent that the company being acquired is also in the index, passive fund investors can enjoy the benefits that accrue to that company’s shareholders.   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 »

Family Dynamics, Part 2: Supporting Adult Children

"Aramco? My son has been with them for 13 years now. He is very secure, financially. Saudi Arabia (and nearby countries) is an interesting place to visit, although not at this time!"
- Dave Melick
Read more »

Giving Up on Owning a Home

"That is not a good sign for Gen Z. My take, is they need discipline, and if loans or not, they need to think about retirement from DAY 1. They need to save some amount, even if it is small. Spending too much will get them in trouble, if not during their working years, then in their retirement years."
- William Dorner
Read more »

Investment Versus Speculation

"Gold, not for me. Crypto, no way, maybe some new plan in the long term future. The S&P is your most stable stock market gainer, and beats all but maybe 15% to 20% of the pros. Over the last 50 years I have been in the market a 10% gain average is very hard to beat. Those 500 best American companies are very strong and winners in the long run, and Warren Buffett agrees."
- William Dorner
Read more »

Free Newsletter

Get Educated

Manifesto

NO. 35: OUR ODDS of beating the market averages over a lifetime of investing are so small they’re hardly worth considering. Overconfident investors insist on trying. Rational investors index.

humans

NO. 56: FOLKS might talk about the economy or boast about their investment winners, but they’re often reluctant to reveal details of their financial life, even to close family. But such conversations can help educate our children about money, give our spouse a deeper understanding of the household finances and help us figure out how we can best assist our kids.

act

CREATE A WISH LIST. Want more happiness from your dollars? Write down the major purchases you’d like to make in the years ahead—perhaps a car, vacation or kitchen remodeling. Regularly revise the list, keeping only items you’re still enthused about. Result: You’ll make wiser spending decisions—and enjoy a long period of pleasurable anticipation.

Truths

NO. 30: TO MAKE money, investors must overcome the triple threat of costs, taxes and inflation. Suppose your investments climb 6% over the next year. If your advisor charges 1% and you buy funds that charge 1%, you’ll be left with 4%. If you lose a quarter of your gain to taxes, that 4% becomes 3%. What if inflation is 3%? Your effective gain is zero.

Retirement

Manifesto

NO. 35: OUR ODDS of beating the market averages over a lifetime of investing are so small they’re hardly worth considering. Overconfident investors insist on trying. Rational investors index.

Spotlight: Advisors

The High Cost of Financial Advice: A Tale of Two Portfolios

Suzie and I present a microcosm of the debate around financial advisors. I choose to use Vanguard and keep my costs low, whereas Suzie uses a former long-time colleague from her days in the banking sector who happens to be an independent wealth manager to operate her portfolio. To me, the portfolio seems unnecessarily complicated with an average fund fee of slightly over 1.5% in addition to a 0.5% advisor fee. This seems exorbitant in my eyes.

Read more »

You Aren’t Listening

WHEN IT COMES to communication, I’m kind of a fanatic. (My wife would say I should drop the “kind of.”) More specifically, I’m a fan of responsive communication.
Back in my working days, when I practiced criminal law, I made it a point to return phone calls and emails from clients promptly. It was rare that I didn’t do it the same day. If that meant staying late at the office until I caught up,

Read more »

Thanks for Nothing

AFTER TAKING THE Series 65 exam in February, I set a goal for 2019: Help 10 friends and family members with their finances. Instead of giving specific investment advice, I wanted to educate them on money matters. I knew that they would benefit from one-on-one discussions, well-regarded books, educational videos and credible websites. But I also suspected that some might hesitate to talk to me about their finances. Nonetheless, I gave it a try.

Read more »

Matters of Trust

WHEN MY WIFE AND I got married, she had a credit card with an outstanding balance. Back then, you could write off the interest on your tax return. Still, I hate debt and I paid off her balance. Ever since, she’s continued to maintain a separate credit card because I wanted her to have a credit history, so she could take out a loan on her own if I died. We’ve always paid off her monthly balance in full.

Read more »

Among Friends

ONE OF THE PERILS of being a HumbleDollar contributor is that you sometimes get hit up for advice that you aren’t necessarily qualified to give.
Such was the case recently when I was having breakfast with an old buddy. The topic turned to money and investments. Joe and I have been good friends since the days when we played on the high school basketball team. We try to get together every month or so to catch up and reminisce about old times.

Read more »

Third Time’s a Charm

I MADE A MAJOR change late in my career, leaving behind my job as a financial manager at a dying computer business. I knew I needed to change. If I didn’t, there was a good chance I’d soon be out of work.
My new job, however, wasn’t what I expected.
I’d been with the computer company since graduating college. I was in my mid-50s and smart enough financially to know I still needed more savings for a successful retirement.

Read more »

Spotlight: Connor

Taking the Hit

ONE OF MY GOALS for 2020: develop a plan for doing Roth IRA conversions over the next 10 years. Once the money is out of traditional IRAs and in a Roth, it’ll grow tax-free. Problem is, the conversion means taking a tax hit today. So why am I interested? There are several reasons: lowering lifetime taxes for my wife and me, creating the flexibility to manage future tax bills and leaving a tax-free inheritance to our children. On top of that, today’s depressed stock prices offer a great opportunity to convert shares at a lower tax cost. My wife and I are both age 62. Last year’s SECURE Act raised the starting age for required minimum distributions (RMDs) from retirement accounts from 70½ to 72. That gives us 10 years to make Roth conversions before we’ll have the enforced—and potentially large—annual tax bills triggered by RMDs. The decision to convert isn’t a simple one. At its core, it’s a choice between paying taxes today and paying them later. But there are also other significant issues that come into play. Here are seven factors to consider: 1. Whither taxes? As you decide whether to convert, this is the key issue. Would you pay taxes at a lower rate today, if you opt to convert money to a Roth, or would your tax rate be lower later on, assuming you left your traditional IRA untouched and instead simply took distributions some years down the road? We can’t, alas, predict the future, but we can look to current tax laws. When the Tax Cuts and Jobs Act was enacted in 2017, it reduced marginal tax rates and widened tax brackets. These changes will sunset after 2025 unless Congress passes new legislation. Reverting to pre-2018 marginal tax rates in 2026 would most likely move…
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2024 Update to the OASDI Beneficiaries by State and County

Almost four years ago I wrote an article about the 2020 OASDI Beneficiaries by State and County report. The report is put out by the Social Security Administration (SSA), and provides a wealth of interesting statistics. Here is the link to the 2024 report where you can investigate detailed national and local data. Here are some basic numbers for context. As of December 2020, the U.S. population was 329,484,123. Four year later it had grown 3.5%, to 341,145,670. About 20% of the population receives some form of benefit. The population age 65 or older grew by 9.9%, to almost 18% of the population. The number of people receiving retirement benefits grew by a slightly less amount of 7.1%.  The table below provides some data indicating the change over the last four years. It’s not surprising that our population is trending older. Item                                                    2020                            2024                     Increase  US Population                                     329,484,123                341,145,670                3.5% Population 65 or older                        55,659,365                  61,179,918                  9.9% Receiving Benefits                              64,850,867                  68,455,973                  5.6% Retirement Benefits                           48,329,595                  51,772,651                  7.1% Survivor Benefits                                5,874,648                    5,785,602                    -1.5% Disability Benefits                               8,151,016                    7,231,147                    -11.3% West Virginia still has the largest population receiving benefits at 27.1% of the population. After that come Maine, Vermont, New Hampshire, and South Carolina.  Utah claimed the prize this time as the state with the lowest portion of the population receiving benefits, at 13.5%. The report provides county by county data for the 50 states, US territories, and US citizens living abroad. My favorites statistic is there are 360 people receiving benefits whose whereabouts are unknown. Four years ago, I concluded the article by expressing hope that Congress would eventually make changes to shore up Social Security—because politicians wouldn’t want to risk the wrath of their constituents who are most likely (seniors) to vote.…
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Making Your Claim

THE SOCIAL SECURITY claiming decision is one of the most complex—and contentious—choices that retirees have to make. I was reminded of that in December, while at a Christmas party. Two former colleagues were discussing their Social Security decision. Both are male, single, childless, retired engineers. Each has a traditional pension, a paid-off home and significant retirement savings. Ted is age 77. Fred is 66. Ted took his Social Security at 62. His reason was longevity or, rather, the lack thereof. He had been a smoker for many years. He calculated his breakeven age as 77, at which point he would get back as much as he’d paid into the system. He decided to collect a lower benefit as early as allowed and then invest the money. Ted lives frugally, and will leave a handsome legacy to his nieces and nephews. Fred is waiting until age 70 to collect. He’s in generally good health, and family history suggests he could live a long life. Although retired, he does some consulting for his former employer. It provides mental stimulation, while covering the extras—travel, electronics, cigars, wine—in his budget. If you're younger than your full Social Security retirement age, which is 66 or 67, depending on the year you were born, Social Security has rules limiting how much you can receive if you're also earning an income. Since Fred hasn’t yet reached his full retirement age, his benefit would be reduced if he claimed early. That was another reason he decided to wait. In short, here we have two retirees in fairly similar situations who made entirely different choices based on their circumstances. Still, unlike many retirees, they’re fortunate: Both have the financial wherewithal to make taking Social Security an option, not a necessity. Many retirees have no choice but to start Social Security as soon…
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Should You Sell?

WHEN STOCKS SLUMP, experts are often quick to advise investors to sit tight or, better still, buy more. But that won’t be the right advice for everybody. Christine Benz, Morningstar's director of personal finance and one of my favorite financial writers, recently penned an article listing five questions to ask yourself if you’re pondering whether to reduce your stock exposure during a bear market. I figured I’d work through the five questions—and see what I could learn about my own finances. 1. How soon until you'll begin spending? This a key question as you decide whether you need to “de-risk,” even after your portfolio has tumbled. The closer you are to drawing down from your nest egg, the less time you have to let the stock market recover. My wife and I are both age 62. She still works fulltime and expects to continue doing so for a few years. I’m semi-retired, with a pension and some consulting income. We would like to delay starting Social Security until we’re at our full Social Security retirement age of 66 and possibly later. We haven’t needed to touch our retirement savings yet, and don’t expect to until my wife stops working fulltime. At that juncture, we’ll have to supplement my pension with withdrawals until we turn on Social Security. The upshot: We probably have at least two years until we need to start tapping our retirement accounts. 2. How flexible is your retirement date and spending plan? The closer you are to retirement, the less flexibility you have and the lower your portfolio’s risk level ought to be. While we’ll probably both stop working in a few years, we have some options. My wife is an experienced nurse—and very employable. The current situation has been hard on her and her colleagues, and it…
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Quiet Heroism

MY FATHER-IN-LAW Jim was born in January 1927, the sixth of eight children, to an Irish-American couple in Philadelphia. During the Second World War, his three older brothers were in the armed services. That meant that Jim, barely age 16, had to quit high school and enter the work world, so he could earn an adult’s wage. His salary must have been critical to the family’s economic stability. Jim’s brother Bill was killed in an accident at sea during ship maintenance in 1944, two months before the D-Day invasion. You can find Bill’s name engraved on one of the plaques in New York City’s Battery Park. But I recently came across a different sort of memorial—a document that tells my father-in-law’s wartime story and the quiet heroism he exhibited. What document? I discovered Jim’s 1943 federal tax return. Yellowed and old, it’s beautifully handwritten by one of his sisters. His 1040 shows he worked as a truck driver for four different companies and earned $1,705. That would equal some $25,500 in today’s dollars. I hate to think how many hours of work it took. The 1040 shows Normal Tax at a 6% rate on taxable income. (Taxable income was total income minus a $500 personal exemption, a $157 earned income credit and some deductions.) There was also the Surtax, which was about 9% of total income. Then there was a Victory Tax of 5% on total income, less a $624 exemption. His total tax bill was $235.96, for an effective tax rate of 13.8%. In 2019, the equivalent $25,500 income would have a federal tax bill of $1,402, for a 5.5% effective tax rate. Jim filed his tax return in March 1944, a few months after he turned 17. A year later, after his 18th birthday, he enlisted in the Army and…
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What Are the Odds?

FROM AN EARLY AGE, I was amazed at the power of mathematics to model our world and solve real world problems. In engineering school, we studied a host of mathematical techniques that did just that. But I wish we’d spent more time on probability and statistics. In 1989, I read a book that gave me a broader view of how probabilistic our world is and, at the same time, made me aware of how ill-prepared the general population is to understand these concepts. The book was Innumeracy by John Allen Paulos, a mathematics professor at Temple University. He later wrote several other books that expanded on these topics, including A Mathematician Plays the Stock Market—a must read for mathematically inclined investors. Paulos shows that even the mathematically competent are susceptible to behavioral missteps. My favorite example is the widely held belief in the gambler's fallacy—the notion that, say, a coin toss is more likely to be heads if you’ve previously had a series of tails. What made me think of this recently was not an investment, but a basketball wager. On my local sports radio station, the hosts were discussing a bet on how many regular season games the Philadelphia 76ers would win. The wager in question was a “money line” bet, where you wager a fairly large sum to win a relatively small amount. The hosts thought it was a no-brainer and variously described the bet as “a sure thing,” “can’t miss,” a “lock” and “better than an FDIC guarantee.” In my view, the bet had a very good chance of paying off. But comparing it to a government guarantee went too far. Long shots sometimes win. As you may have noticed, sports betting using mobile apps is expanding at a rapid clip. A recent story on MarketWatch reported…
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