FREE NEWSLETTER

“Pay more, get less” isn’t exactly a compelling sales slogan, but that’s what active money managers are trying to peddle.

Latest PostsAll Discussions »

Carrying Humble Dollar Forward

"Great to hear from you. This is such an important idea: "He told me to stay in the market. It would go back up, he said. And if it didn’t, well, then we were all royally screwed anyway." I try to convey this to others. If the stock market doesn't come back after a drop we're all going to have bigger problems than that to worry about."
- Ben Rodriguez
Read more »

Blood Money

"Nice. As you know I always enjoy your posts. If you get a chance, I (and I think others) would love to hear about your experience with / plans to use the NUA strategy. I think it's one of the most complicated and/or misunderstood ideas in personal finance."
- Ben Rodriguez
Read more »

Getting Older

"Thanks for posting this, Doug. Brilliant idea. I've taken it on as a priority assignment, which means using it as an excuse to get to the gym a little later this morning. 10 things I’m doing more as an old guy: 1.      Making it a point to savor something about every day. Being the first male in my family to reach age 70 – after beating Stage 4 cancer – demands proper appreciation and gratitude for the little stuff. 2.      Smiling. I realize I’ve looked serious most of my life, even though I didn’t feel that way. Now I make it a point to smile at everybody. (Now if I could only make it a little less creepy.) 3.      Uber, definitely Uber, and riding the ferryboat even when driving would be faster. I HATE looking for parking. 4.      Giving back. Meals on Wheels and other charitable time make me feel so good. 5.      Reading histories and biographies. What happened before is terrific perspective on what I’m experiencing now.  6.      Singing better. My interest in music is entirely participatory, and after a lifetime of just belting or crooning, I’m now in a barbershop chorus where proper technique is emphasized. Cool. 7.      Being avuncular. I have a new role as an oracle for my nephew and other young relatives, and I love it. 8.      Laughing more when I referee soccer. I was known as an authoritative ref. Took me this long to realize I have to give out fewer cards when I keep things humorous. Works for life in general. 9.      Punching it up in the gym. And flexing in the mirror. And bragging about it to my wife. 10. Lying about my age, to the upside. I’m only 69 but I tell everyone I’m 70 because it feels like such an achievement. (And in the Chinese culture that dominates my household, I’m 70 anyway.) 10 things I am trying to stop doing, with varying success: 1.      Losing my temper. This is a huge one, and my greatest success. When I need to vent, I do it where nobody can hear me. And I haven’t punched anybody since I was 57. (Yeah, yeah, I know...) 2.      Complaining. My type 1 diabetes and heel tendinitis are daily frustrations if I allow them to be, but I work on not whining about them. 3.      Feeling guilty about my failures in eating healthy. That ice cream bar may represent a character flaw, but it’s not gonna kill me. 4.      Worrying about money. (Good luck with that one right now…) 5.      Getting upset about politics. (Good luck with that one right now…) 6.      Driving too fast. So what if I get there a minute or two later? 7.      Obsessing about my roses. They’re fine. No, they don’t need more mulch. 8.      Wondering if every new pain is the cancer coming back. It isn’t. You’re fine. Chill, dude. (Another major success… less worry every year.) 9.      Feeling left out because I don’t like pickleball. I know so many seniors who love it, but I just hate that sound. 10.  Feeling urgency about the last lap of my life. If I get to Ireland, great, but it feels more and more OK if I don’t. And now, after a pre-scheduled tummy rub for the dog, I’m off to the gym."
- Mike Gaynes
Read more »

Recency Bias (or: You’re Running Buggy Software)

"Thanks. I also call it productive procrastination, although I suppose some might call it laziness. It helps to be busy doing something else - during the 2008 meltdown I was either planning trips or actually traveling."
- mytimetotravel
Read more »

Financial regrets about parenthood?

"That would indeed be a terrific article idea, Kristine, especially since financial planning for elder care is top of mind for many still-working couples. My own household is a dream situation for an elderly person. Mama (my MIL) is the center of attention for both her daughters and her son-in-law. Even the dog listens to her."
- Mike Gaynes
Read more »

Any concern?

"I’m near retirement and all set with the portfolio AA initial conditions, specifically with a healthy dose of fixed income ready to weather an inevitable market downturn. What I’m a bit unsure of is refilling my fixed income efficiently &!sufficiently as time goes on. I have the usual plan of rebalancing and its nuances, but we’ll see how it goes. I’m fairly confident, have read a ton and run the numbers but haven’t done this before. Retirement: There’s always that first time ;)."
- Andy Morrison
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 »

The Home Ownership Gamble

"Dana, we experienced something similar with our first and 2nd homes (almost the same year of purchase as well), except that we sold our first home for exactly what we paid for it and had been underwater for the 8 years (4 more than the original plan) we owned it. The 2nd home, the one we raised our kids in and still own has more than tripled in value. Of course we have done lots of improvements that we wanted to and ultimately we have a relationship with our home-comfort, memories, a solid sense of security-and it has been a forced savings that has allowed us to build a certain amount of wealth which we can touch if needed. I see the memes about moving every 2 years and pocketing the increase in value tax free but real estate (like all investments) is volatile and if you're counting on it always going up, there will sometimes be disappointment. But if you are purchasing a home for reasons other than "just" investment" there is nothing like a place of ones own."
- Rachna Condos
Read more »

Simplify Everything

"Kristine: The subscription auto-shipment thing is a great idea too. Like you, we have that set up for our dog food needs (we have two hungry border terriers), and certain over the counter medications and pantry items that we consistently use. That adds to the list of things to not have to remember, not run out of and not have to go shopping for. We also make a weekly Costco run, but at this point it is still something I enjoy and I coordinate that visit with my weekly gasoline fill up. But, thanks for the "Instacart" subscription idea. I'll have to remember that for future reference."
- Doug C
Read more »

Perfection, enemy of good

"I was fortunate that two of the three jobs I held included access to employer-funded retirement accounts. My first job came with access to a pension plan--I got locked into a particularly generous 'tier' of that benefit. The money my employer put into that account has been there for 30+ years now and I plan to leave it there for as long as I possibly can. The job I held for 24 years came with a benefit where the employer set aside an amount equal to 10% of my salary in a retirement account. For many years, I relied solely on that contribution to fund my future retirement. In my forties, I realized I needed to save more and began to aggressively add more of my own money to that account. The trade-off I found to be true was that jobs with the most generous benefits often came with lower salaries. I've never regretted opting for less money/better benefits."
- kristinehayes2014
Read more »

Stock Market Contest

"My guess is individual stocks will win but a broad fund will best most others. At least there may be one lesson there."
- Randy Dobkin
Read more »

Why I use a Donor-Advised Fund

"Our after tax account is pretty equally divided between a total market index fund and a tax efficient fund. The performance of the two is very similar. But when doing our taxes this year, I noticed the index fund had major taxable gains; the taxable income on the tax efficient fund was zero. I’m also concerned about leaving my kids— who are high earning professionals— taxable IRAs. We do regular major Roth conversions each year."
- Marilyn Lavin
Read more »

Carrying Humble Dollar Forward

"Great to hear from you. This is such an important idea: "He told me to stay in the market. It would go back up, he said. And if it didn’t, well, then we were all royally screwed anyway." I try to convey this to others. If the stock market doesn't come back after a drop we're all going to have bigger problems than that to worry about."
- Ben Rodriguez
Read more »

Blood Money

"Nice. As you know I always enjoy your posts. If you get a chance, I (and I think others) would love to hear about your experience with / plans to use the NUA strategy. I think it's one of the most complicated and/or misunderstood ideas in personal finance."
- Ben Rodriguez
Read more »

Getting Older

"Thanks for posting this, Doug. Brilliant idea. I've taken it on as a priority assignment, which means using it as an excuse to get to the gym a little later this morning. 10 things I’m doing more as an old guy: 1.      Making it a point to savor something about every day. Being the first male in my family to reach age 70 – after beating Stage 4 cancer – demands proper appreciation and gratitude for the little stuff. 2.      Smiling. I realize I’ve looked serious most of my life, even though I didn’t feel that way. Now I make it a point to smile at everybody. (Now if I could only make it a little less creepy.) 3.      Uber, definitely Uber, and riding the ferryboat even when driving would be faster. I HATE looking for parking. 4.      Giving back. Meals on Wheels and other charitable time make me feel so good. 5.      Reading histories and biographies. What happened before is terrific perspective on what I’m experiencing now.  6.      Singing better. My interest in music is entirely participatory, and after a lifetime of just belting or crooning, I’m now in a barbershop chorus where proper technique is emphasized. Cool. 7.      Being avuncular. I have a new role as an oracle for my nephew and other young relatives, and I love it. 8.      Laughing more when I referee soccer. I was known as an authoritative ref. Took me this long to realize I have to give out fewer cards when I keep things humorous. Works for life in general. 9.      Punching it up in the gym. And flexing in the mirror. And bragging about it to my wife. 10. Lying about my age, to the upside. I’m only 69 but I tell everyone I’m 70 because it feels like such an achievement. (And in the Chinese culture that dominates my household, I’m 70 anyway.) 10 things I am trying to stop doing, with varying success: 1.      Losing my temper. This is a huge one, and my greatest success. When I need to vent, I do it where nobody can hear me. And I haven’t punched anybody since I was 57. (Yeah, yeah, I know...) 2.      Complaining. My type 1 diabetes and heel tendinitis are daily frustrations if I allow them to be, but I work on not whining about them. 3.      Feeling guilty about my failures in eating healthy. That ice cream bar may represent a character flaw, but it’s not gonna kill me. 4.      Worrying about money. (Good luck with that one right now…) 5.      Getting upset about politics. (Good luck with that one right now…) 6.      Driving too fast. So what if I get there a minute or two later? 7.      Obsessing about my roses. They’re fine. No, they don’t need more mulch. 8.      Wondering if every new pain is the cancer coming back. It isn’t. You’re fine. Chill, dude. (Another major success… less worry every year.) 9.      Feeling left out because I don’t like pickleball. I know so many seniors who love it, but I just hate that sound. 10.  Feeling urgency about the last lap of my life. If I get to Ireland, great, but it feels more and more OK if I don’t. And now, after a pre-scheduled tummy rub for the dog, I’m off to the gym."
- Mike Gaynes
Read more »

Recency Bias (or: You’re Running Buggy Software)

"Thanks. I also call it productive procrastination, although I suppose some might call it laziness. It helps to be busy doing something else - during the 2008 meltdown I was either planning trips or actually traveling."
- mytimetotravel
Read more »

Financial regrets about parenthood?

"That would indeed be a terrific article idea, Kristine, especially since financial planning for elder care is top of mind for many still-working couples. My own household is a dream situation for an elderly person. Mama (my MIL) is the center of attention for both her daughters and her son-in-law. Even the dog listens to her."
- Mike Gaynes
Read more »

Any concern?

"I’m near retirement and all set with the portfolio AA initial conditions, specifically with a healthy dose of fixed income ready to weather an inevitable market downturn. What I’m a bit unsure of is refilling my fixed income efficiently &!sufficiently as time goes on. I have the usual plan of rebalancing and its nuances, but we’ll see how it goes. I’m fairly confident, have read a ton and run the numbers but haven’t done this before. Retirement: There’s always that first time ;)."
- Andy Morrison
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 »

The Home Ownership Gamble

"Dana, we experienced something similar with our first and 2nd homes (almost the same year of purchase as well), except that we sold our first home for exactly what we paid for it and had been underwater for the 8 years (4 more than the original plan) we owned it. The 2nd home, the one we raised our kids in and still own has more than tripled in value. Of course we have done lots of improvements that we wanted to and ultimately we have a relationship with our home-comfort, memories, a solid sense of security-and it has been a forced savings that has allowed us to build a certain amount of wealth which we can touch if needed. I see the memes about moving every 2 years and pocketing the increase in value tax free but real estate (like all investments) is volatile and if you're counting on it always going up, there will sometimes be disappointment. But if you are purchasing a home for reasons other than "just" investment" there is nothing like a place of ones own."
- Rachna Condos
Read more »

Simplify Everything

"Kristine: The subscription auto-shipment thing is a great idea too. Like you, we have that set up for our dog food needs (we have two hungry border terriers), and certain over the counter medications and pantry items that we consistently use. That adds to the list of things to not have to remember, not run out of and not have to go shopping for. We also make a weekly Costco run, but at this point it is still something I enjoy and I coordinate that visit with my weekly gasoline fill up. But, thanks for the "Instacart" subscription idea. I'll have to remember that for future reference."
- Doug C
Read more »

Free Newsletter

Get Educated

Manifesto

NO. 29: WHAT MATTERS to long-term stock investors is the market’s dividend yield and growth in earnings per share. Everything else is noise that can bully and seduce us into foolishness.

act

PREPARE FOR a long life. For a quick gauge of your life expectancy, try the Social Security and Society of Actuaries' Longevity Illustrator calculators. What will you learn? First, the longer you live, the longer you can expect to live. Second, lifespans vary widely. Educated, health-conscious Americans might live three or four years longer than average.

Truths

NO. 27: COST-CONSCIOUS investors can save thousands over their lifetime. Take two investors who salt away $5,000 a year for 40 years. One pays 1% of assets in annual investment costs, while the other incurs 0.1%. If both earn 5% a year before expenses, the cost-conscious investor will amass $618,000, while the high-cost investor garners $494,000.

think

MARKET PORTFOLIO. This is the investable universe—all securities available for purchase. It consists of four sectors of roughly similar size: U.S. stocks, U.S. bonds, foreign stocks and foreign bonds. This is what all investors own and reflects our collective judgment of what securities are worth. Arguably, if you own a different mix, you’re making a market bet.

Savings Initiative

Manifesto

NO. 29: WHAT MATTERS to long-term stock investors is the market’s dividend yield and growth in earnings per share. Everything else is noise that can bully and seduce us into foolishness.

Spotlight: Cars

Road to Nowhere

I’M DEBATING whether my life is better described by Tom Cochrane’s Life Is a Highway or Eddie Rabbitt’s Driving My Life Away. In a recent article, I noted that our family has driven our cars about 1.9 million miles. Since I’m the family’s King of the Road, I’ve been along for at least two-thirds of that ride.
I’m also, alas, the king of lost time.
The average commuting speed in the Washington,

Read more »

Highway Robbery

LAST YEAR, I fouled up my Pennsylvania EZ Pass account. I bought a used car in Maine and forgot to add it to my EZ Pass account. Much later, when I got back up to Maine this Memorial Day, my post office box was bulging with dunning notices from Pennsylvania, New York, Maine and Delaware.
For most of a year, I had driven from Washington D.C. to Maine blissfully unaware that my EZ Pass transponder wasn’t paying a cent.

Read more »

Fork in the Road

IT HAS BEEN THREE months since we closed on the sale of our home and drove away from the storage unit that contains everything we couldn’t donate, sell, give away or take with us. It was a big decision to have no fixed abode, and we feel great about it.
We’re about to move our rambling lifestyle across the pond to spend some time in the U.K. and continental Europe, and we have no return date in mind.

Read more »

Driving Lessons

THIS PAST YEAR marked my 50th anniversary of driving. Over that time, our family has owned 19 cars and driven them roughly 1.9 million miles. While latte purchases frequently evoke financial debate, cars seem less discussed, despite being Americans’ second-largest expenditure after housing. The purchase, ownership, maintenance and sale of cars can all get pretty complicated.
Cars are considered a depreciating asset, but not always. My first car was a 1967 Mercury Comet, which I bought for $400 in 1973.

Read more »

Getting Used?

IN THE PAST, WE’VE always bought certified preowned cars. We know new cars lose a big chunk of their value when you drive them off the lot, so we had our eye on a used car when we started our search earlier this year.
Our goal was a Mercedes Benz GLC 300 AWD 4MATIC. My husband enjoys the negotiating and drama that comes with buying a car, so he investigated choices, checked out prices at dealerships and was ready to start his usual two-to-three-month car hunt.

Read more »

Just Another Car

ONCE I GRADUATED college and started working fulltime, I knew what my first major purchase would be: a sporty new car. I was jealous of the cars my friends drove in high school. I had just spent four years grinding through an undergraduate engineering program. I was ready to reward myself.
To prepare for the purchase, I minimized my expenses. I shared an apartment with two friends who had also just graduated from college.

Read more »

Spotlight: Goodell

Go Figure

A LOT OF INVESTMENT math focuses on how money grows over time. But as an attorney who’s worked with many clients hoping to retire in comfort, I find myself thinking more about risk—and how the math can work against us. Consider five sets of numbers: Inflation’s toll: 0.98 Got cash? If you multiply that sum by 0.98, you’ll see your money’s purchasing power a year from now. This assumes 2% inflation, which is the Federal Reserve’s stated target. To be sure, inflation has averaged less than 2% over the past decade. But cumulatively, it has still totaled roughly 17%. An item that cost $10,000 in 2011 would cost $11,692.68 today. Think your wealth is safer sitting in cash? It isn’t. Goodbye, marriage: 0.5 Half. That’s roughly what you’ll give up if you divorce. Just about any small-town family law attorney will tell you the annoying-but-true adage, “It’s cheaper to keep her.” Each state has its own laws that apply to the division of property in a divorce, but the number approaches 50% in many states. For instance, if you live in a community property state, the general rule of thumb is you give up 50% of commingled assets, regardless of who contributed what. While there are ways to hedge through pre- and post-nuptial agreements, divorce is a true wealth destroyer. The taxman’s take: 0 to 0.2—or 0.1 to 0.37 Take the gain on any investment and multiply it by these numbers. The first two numbers tell you how much you might lose to federal taxes if you sell a winning investment that counts as a long-term capital gain, while the last two numbers are the potential tax hit if you have a short-term capital gain. For couples with total taxable income of less than $80,800 in 2021, the long-term capital gains rate…
Read more »

Warren’s Relative

AT 40 YEARS OLD, I missed out on the phenomenal early years that allowed Berkshire Hathaway to return nearly 3,000,000% since 1964, versus a “mere” 23,500% for the S&P 500. Yet my investment time horizon is still long—and that’s a huge advantage as an investor. How should I use that advantage? As I write this, Berkshire’s total stock market value is roughly $650 billion. By contrast, one of the stocks my wife and I bought—Boston Omaha—is worth less than $1 billion. Our hope: Guided by its two thoughtful co-CEOs, Boston Omaha (symbol: BOMN) will generate impressive long-run compound growth. But before I describe the company, I want to offer three caveats. First, nothing replaces the wisdom of owning index funds, as Berkshire’s Chairman Warren Buffett has frequently noted. Second, Boston Omaha is a growing company that raised money by issuing shares earlier this year. Our shares will get diluted if they raise additional capital to grow, which is a possible drawback. Third, the issue price of its new shares was at a price much lower than the company’s current stock price. Please don’t take the following discussion as an investment recommendation. Rather, my goal here is to describe what I look for when we don’t invest in index funds—which is where we keep the vast majority of our money. Why do I like Boston Omaha, which is named for the hometowns of its co-CEOs? First, if you read my article yesterday discussing my investment criteria, I like dirty jobs that are tough to disrupt but easy to scale. Surety bonds, billboards and fixed broadband cable in rural areas may sound boring, but they’re music to my ears. Each has excellent profit margins and a protective business moat that’s difficult to cross. On top of that, Boston Omaha is willing to innovate…
Read more »

Side Hassle

THE SIREN SONG of a side hustle is alluring in theory—but not in reality. We’re beset by platitudes such as “to become wealthy, you need multiple streams of income.” Many folks, I suspect, take on a side hustle without fully understanding the costs. They imagine it’s an opportunity to monetize their hobbies or interests and achieve their financial goals faster. Let’s face it: “Second job” just doesn’t sound sexy, so financial bloggers and the media favor “side hustle,” an apparently more glamorous term. But a side hustle is still a second job—and it takes work. Some second jobs have obvious downsides. Driving for Uber means giving much of a ride’s fare to the company. There’s also the cost of higher insurance, as well as wear and tear on your vehicle. These prohibitive costs are rarely factored into the original dream of achieving financial freedom. Of course, many side hustles aren’t driving for Uber but rather starting your own business. Owning a business offers the promise of financial independence, but most businesses require enormous effort and still ultimately fail. Hustle culture gurus promise tremendous riches if you work hard enough on the right idea. To be sure, some people want to start their own business, no matter what the cost. That’s fine—but I hope they truly understand the tradeoffs and pitfalls. An important, yet often ignored, part of hustle culture is the opportunity cost of time lost. Side hustles require hours of work outside of your primary job. Rarely does the dream of additional income fully value this lost time, especially if it would have been spent with family and friends. I took a part-time job and failed miserably because I wasn’t present for my family. I discovered what pastor John Mark Comer said: “Both sin and busyness have the exact same…
Read more »

Wrecked by Tech

NOTHING IN INVESTING better exemplifies what the late Donald Rumsfeld called a known unknown than the concept of intrinsic value. The relationship between a company’s current share price and its actual value over its lifetime has always been tenuous—but perhaps never more so. Before the rise of modern technology, courtesy of Silicon Valley, intrinsic value was difficult to adjudge in a reliable way. Now, ascertaining intrinsic value has become nearly impossible—because "software is eating the world." Technology is engaged in the capitalist equivalent of the French Revolution, summarily beheading companies. (But hey, at least my BlackBerry makes an excellent paperweight.) Companies leverage software and artificial intelligence to disrupt legacy business models at a dizzying pace. They operate at massive losses while investors hope their stock prices will one day justify current valuations. Amid the ongoing disruption caused by competitors, it’s impossible to know whether a company’s growth has entered a terminal decline until several quarters or years have passed. This known unknown inevitably generates massive disparities between a company’s current stock price and the underlying business’s intrinsic value—during both the growth and decline phases of that business’s lifecycle. Technology has the potential to reduce inefficiencies and boost returns on invested capital. Those who pick the winners will continue to be richly rewarded. But if history is any guide, most investors won’t pick winners. That’s why using an index fund to capture the intrinsic value of all companies and industries strikes me as more appealing than ever. That way, you can be sure of capturing the returns of the business world’s successful revolutionaries, while avoiding the risk that you’ll bet too much on a future Robespierre.
Read more »

Average Is Great

I RECENTLY DISCUSSED retirement plans with my old college roommate, Joe, who now runs his own business. As we wrapped up the conversation, Joe asked if I had any book recommendations. I told him I was about to start Good to Great, the management book by Jim Collins. It’s been a huge bestseller, with four million copies sold. Joe immediately shot back, “John, that book demonstrates precisely why low-cost index funds have to be the answer for most retirement plans. Read it and you’ll see what I mean.” Initially, I thought Joe was talking about fees, but he wasn’t. Instead, he was referring to the other major reason to own low-cost index funds: diversification. In seeking to find the best companies—those that go from good to great—Collins had uncovered some general truths about what constitutes the best leaders for a business organization. Collins posits that these leaders end up leaving their companies enduringly better. Did they? Here are some of the great companies that Collins identified: Circuit City, which went bankrupt in 2008, in part because of the rise of Amazon and online shopping. Fannie Mae, which effectively imploded during the Great Recession, thanks to bad lending. Wells Fargo, which has been mired in the fallout from its creation of millions of sham customer accounts. Clearly, time has proved how difficult it is for the great to stay great—or even good in some cases. To be fair, Collins profiles some companies that haven’t performed nearly so poorly, such as Nucor, Abbott Labs, Kimberly-Clark, Kroger and Walgreens (though the last two have also struggled because of online shopping and the behemoth that is Amazon). Changes in business models, and disruption caused by low-cost competitors and new technology, happen to the best of companies. Everyday investors can’t reliably predict these things. Even professional money…
Read more »

Don’t Be Deceived

AT FIRST GLANCE, personal finance might appear to have nothing in common with the world of personal fitness. I’d argue otherwise. Perhaps the clearest parallel is between the gains from diligent investing in low-cost index funds and the gains from proper diet and exercise. Both are hardly noticeable at first and, as a result, there’s a temptation to stray. But if we continue the process of saving and investing—or eating correctly and exercising—we can see tremendous gains over time. There is, however, another analogy—one I recently came across in an article discussing the rampant use of steroids in the fitness industry. The use of anabolic steroids among bodybuilders is widely known. But did you know that many famous fitness social media influencers, and even some of our favorite Hollywood stars, have likely bulked up using performance-enhancing drugs? The short-term gains are remarkable, though they mask significant longer-term health costs. Many fans don’t realize that these fitness gurus are effectively lying and cheating their way to profits. For average folks, the consequence is severe disappointment when they don’t enjoy results similar to those they emulate. As a 40-year-old who has worked out regularly since he was 16, I can attest that the first decade in the gym produced little result, and it was discouraging. If the Army didn’t force me to exercise continuously, I probably would have quit and never have realized some of my best fitness gains—many of which have only become obvious in my third decade working out. This same integrity issue afflicts the financial services industry. What we see online and on TV is rarely indicative of reality. The amount of investor assets that some CNBC pundit manages is akin to the number of followers a fitness guru attracts. Neither metric actually measures performance. No one should confuse…
Read more »