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If you try to win the investment game, you’ll almost certainly lose—and the harder you try, the bigger your losses will be.

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HSA Tips

HEALTH SAVINGS ACCOUNT (HSA) is the most efficient tax-advantaged investment account because it offers a triple tax advantage:
  1. Contributions are tax-deductible
  2. Earnings grow tax-free
  3. Withdrawals are tax-free if used for medical expenses
One of the best uses of an HSA is to actually invest the balance. For example, I keep $500 (the minimum required balance) in cash. The rest, I invest in low-cost index funds. This allows me to maximize compounding inside the HSA account. I also receive a $1,000 HSA match. Since I’m young and my medical expenses are low, it’s a great way to minimize taxes and grow the balance. I will also not touch my HSA at all, even if I have medical expenses. I will reimburse myself 20-30 years down the road (more on this in a bit). But if you are paying medical expenses with the HSA, you should have at least a portion of the funds in a Treasury fund or money market fund (MMF) for stability. Generally, this amount should be equal to at least one year of deductible costs. Rules To contribute to an HSA, three things must happen:
  1. You need a high deductible health plan (HDHP). You cannot contribute to an HSA without one. A “high deductible health plan” is defined under §223(c)(2)(A) as a health plan with an annual deductible of more than $1,700 for self-only coverage or $3,400 for family coverage. The maximum out-of-pocket limit is $8,500 or $17,000 (family).
Importantly, before enrolling in a high deductible plan, you need to decide whether it’s worth it in the first place. You will generally receive the biggest benefit from an HDHP if you are in good health (more on this in a bit). 2. You aren’t enrolled in Medicare. 3. You cannot be claimed as a dependent. Importantly, the HSA balance never expires. This account is always yours to keep, even if you leave your employer. Some people confuse an HSA with an FSA (which does expire, aside from a small potential rollover option). The account typically works like a “bank account,” where you make deposits and can withdraw money via online transfers or checks, or invest it like a brokerage account. Contributions The 2026 contribution limit is $4,400 for an individual plan and $8,750 for a family plan, with an additional $1,000 catch-up contribution if you are 55 or older. The contribution limit includes both your contributions and your employer’s contributions. If your employer allows it, contributing to an HSA via payroll deduction is generally better than contributing directly, as it avoids the 7.65% FICA (Social Security and Medicare) taxes. Direct, after-tax contributions only save on income tax when filing, missing the payroll tax savings. Withdrawals Withdrawals for medical expenses are tax-free. IRS Publication 502 has information about which expenses qualify as medical expenses. In addition, as long as you keep proper records, you can reimburse yourself in a later year. I keep track of all my medical expenses in a spreadsheet (e.g., with columns for EOB documents, receipts, bills, etc). I plan to reimburse myself in the future, assuming the law doesn’t change. In 2025, House Bill 6183 was proposed to change the reimbursement limit to expenses no older than two years, but it didn’t gain any traction. If there is a change in legislation, I plan to reimburse myself for all prior medical expenses before enactment. Once you turn 65, you can withdraw money from your HSA for any reason without penalty. However, you will owe income taxes on any non-medical withdrawals, effectively making this similar to a Traditional 401(k) or IRA. Inheriting an HSA Per Publication 969, if your spouse is the designated beneficiary of your HSA, it will be treated as your spouse’s HSA after your death. If your spouse isn’t the designated beneficiary (e.g. your child is the beneficiary), the account stops being an HSA and the fair market value of the HSA becomes taxable to the beneficiary in the year in which you pass away. This is why tax free HSA dollars should ideally be spent before passing down an inheritance due to tax inefficiency. On the other hand, naming a beneficiary in a low-income tax bracket to receive the deceased person’s HSA can also be beneficial for tax purposes. HSA can be powerful, but make sure the math makes sense. If you spend thousands of dollars on medical bills, having a standard plan could outweigh all the tax savings you can get.   Bogdan Sheremeta is a licensed CPA based in Illinois with experience at Deloitte and a Fortune 200 multinational.
Read more »

Managing Investment Risk

BEFORE ITS FAILURE in 2008, Lehman Brothers had been one of the most prominent investment firms in the United States. After 158 years in business, what caused it to collapse so suddenly? In a word: complexity. Lehman had been involved in the securitization of mortgages, a process that resulted in taking something relatively simple—a home mortgage—and turning it into something much more complicated, thus obscuring its true risk level. That was the proximate cause for the firm’s failure. In addition to mortgage bonds, Lehman specialized in creating other complex instruments. A document titled “The Lehman Brothers Guide to Exotic Credit Derivatives” can still be found on the internet. The strategies it describes are the sorts of things that ultimately brought the firm down. When it comes to making investment choices, risk is unavoidable. No one can know what path the economy, the market or any given investment will follow. But that doesn’t mean investment risk is entirely outside our control. There are, in my view, certain characteristics we can look for in investments that can help tilt the odds in our favor. Here are four to consider. Simplicity. Peter Lynch, former manager of the Fidelity Magellan Fund, had this warning for investors: “Never invest in any idea you can’t illustrate with a crayon.” Lynch felt that simplicity was paramount because investing is hard enough. As Kodak, Polaroid and BlackBerry taught us, things can go wrong even for well-run companies. But when an investment is complicated, it’s that much harder to assess how things might go. Consider, for example, an exchange-traded fund called the Box ETF (ticker: BOXX). It’s designed to deliver performance comparable to U.S. Treasury bills but in a more tax-efficient manner. For that reason, it’s quite popular, and I’m asked about it frequently. Despite the clear tax advantage, though, I advise against it. That’s because of its complex structure, which involves a strategy known as a box spread. This is how it’s described on the BOXX website: “A box spread is an options trading strategy that combines a long call and short put at one strike price with a short call and long put at a different strike price.”  Another question about BOXX is whether the IRS might challenge the tax strategies it’s employing. BOXX could work out just fine, but in my view, the complexity and IRS risk just aren’t necessary. And even though it’s worked well so far, the hardest part about complex instruments is that we can’t know in advance how they’ll perform through various market cycles. Times of stress could cause an otherwise successful strategy to fail. That was the lesson of Lehman Brothers. Management style. For decades, there’s been a debate between advocates of active and passive investing. That debate is an important one, but it isn’t the only one. Within the world of actively-managed funds, there are also important distinctions. Funds like the Magellan Fund, for example, are straightforward. The manager’s aim is to choose a group of stocks that he thinks will outperform. That’s one type of actively-managed fund and is the most common one, but there are many others. Some funds take a tactical approach, trading in and out of different asset classes in response to the managers’ sense of where markets are headed. Morningstar analyst Jeffrey Ptak analyzed these funds a few years back and concluded that they “would have earned twice as much if their managers didn’t trade over the past decade.” The funds’ managers, in other words, only subtracted value. The lesson: The investment world is much more nuanced than the simple distinction between active and passive, and the passive realm isn’t immune to potholes either. So be sure to look carefully under the hood of any fund you’re considering. Tax-efficiency. Mutual funds and exchange-traded funds offer a number of advantages, but they can also carry risk in the form of higher tax bills because funds are required to distribute the bulk of their gains to shareholders on a pro rata basis. Careful due diligence is required on this point because there’s a misconception that a fund’s turnover ratio—which measures the amount of trading inside a fund—is the best proxy for tax efficiency. Turnover can be an imprecise measure, though. Consider a fund like the PIMCO Total Return Fund (ticker: PTTRX). It has thousands of holdings—everything from bonds to currencies to interest rate swaps, credit default swaps, reverse repurchase agreements, and more. As a result of this diverse mix, it has an extremely high turnover rate, north of 600%. With so much trading, you might expect this fund to be massively tax-inefficient. But surprisingly, it isn’t. It hasn’t generated any capital gains distributions at all in the past four years.  In contrast, a fund like Magellan might appear to be more tax-efficient, with a much lower turnover ratio of 49%. But Magellan has generated significant capital gains for its investors in each of the past several years. The lesson: When assessing a fund’s tax efficiency, be sure to study its distribution history. That’s the metric that’s most meaningful. Concentration. With the rise of the so-called Magnificent Seven stocks, there’s been increasing hand-wringing over the concentration level of the S&P 500. The top 10 stocks today account for nearly 40% of the entire index. On the one hand, this is unprecedented and potentially cause for concern. But as The Wall Street Journal’s Jason Zweig pointed out recently, there’s more than one way to look at market concentration. At one point, for example, AT&T accounted for nearly 13% of the entire market. Today, the market’s largest stock, Nvidia, poses a risk but nonetheless has a more modest weighting of less than 7%. The bottom line: Concentration may or may not turn out to be a problem in the coming years. But since we don’t have the benefit of hindsight, this is another area where you could be defensive with your portfolio. If concentration is a potential risk, it’s one that’s easy to avoid. To diversify away from the S&P 500, you could allocate to value stocks, to small- and mid-cap stocks and to international stocks.  Other factors. How else can you play defense with your portfolio? In evaluating prospective funds, I’d also consider the length of its track record, the firm behind it, and, as discussed last week, the fund’s withdrawal policies. Investment risk may be unavoidable. But that doesn’t mean it can’t be managed.   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 »

New to building a CD or Bond Ladder?

"I am uncertain if I will choose LDRI or a treasury inflation product such as VTIP in the future and thus I used like in my statement. For now I plan to continue to annually buy 10 year TIPS at auction for our rolling ladder. The real return on 10 year TIPS currently is 0.50% or more higher than either LDRI or VTIP and I am assuming that better yield difference will continue because of the longer duration. I am building our TIPS ladder inside our Roth IRAs to cover specific contingencies I am concerned about and other factors. The first contingency occurs when either my wife or I dies. I will likely predecease my spouse but whichever of us dies first the survivor will then receive a SS benefit based on the higher earning spouse's benefit and my wife's current lower spousal benefit amount will effectively end upon the death of the first spouse. I am hopeful that the 10 years TIPS ladder proceeds paid out from Roth's to whichever of us survives will be adequate to replace the SS benefit money that goes away when the first spouse dies and given how TIPS work should provide an inflation adjusted cash flow on a income tax free basis to the surviving spouse. The second contingency I am concerned about is if somewhere around the year 2032 or so the SS trust fund becomes depleted and I need to replace the decrease in our social security benefit. One other factor I am considering is that by limiting our TIPS ladder to 10 years is that our children, who are our Roth beneficiaries, have, under current tax rules, 10 years to withdraw the remaining assets in the inherited Roth IRAs and such beneficiary distributions, if any, should be income tax free to them."
- William Perry
Read more »

Vanguard’s Transfer on Death Plan Kit

"In my name only though I was going to see if I could amend to joint ownership."
- Mark Ukleja
Read more »

How did you avoid being in the 39%?

"My parents were woefully unprepared for retirement. My dad was a sheet metal worker and my mom worked in retail. They never really made much money. When it came time to retire they had a paid for house and social security. My mom did have a very small pension. It would have been a struggle for them but both passed away in their early 60's. One of the reasons I chose to work for the government was the fact they had a good pension and, in some cases, health benefits for retirees. We also had the option of participating in a 457b Deferred Compensation Plan. I researched my options and thought I should start investing in the stock market and starting contributing 2% of my salary in 1991. I increased the amount regularly until retiring in 2010. At that time, I rolled over my Deferred Comp to a Traditional IRA with Vanguard. In summary, seeing my parents struggle motivated me to explore better retirement options. I'm very glad I did."
- Kevin N
Read more »

Volatility is your Best Friend

"I hear you, trying my pension I have a significant amount of cash and bonds, but not for the same reason you do. However, I still find it unsettling when I see a $40,000 drop in one day."
- R Quinn
Read more »

What is the best way to donate to charity in 2026?

"I'm old enough to do QCDs and prefer using them to a DAF. I don't need the anonymity that I gather some DAFs may provide, nor do I want to pay an annual administrative fee to the DAF provider. Being at a CCRC where a large medical deduction is available every year, I'm already itemizing deductions on my tax return anyway, so making donations via QCDs is the easiest and most tax-efficient for me."
- 1PF
Read more »

Why I use a Donor-Advised Fund

"DAF at Fidelity ... No fees Harold, I'm confused (apologies if I'm being dense): The Fidelity website says the DAF annual administrative fee is 0.6% on a balance up to $500k (and decreasing rates for higher account balances), plus there's the expense ratio of the underlying investments."
- 1PF
Read more »

Helping Adult Children, pt. 2

"If your children will be beneficiaries of your estate and you can afford to help them I see no reason not to do so. Personally we have been gifting our children money for their IRA's that they would struggle to fund at their current salaries. They are thankfully both financially responsible and live within their means."
- Thebroman
Read more »

The $9.95 scam…

"We don't have enough assets to worry about estate taxes either, but my employer group life is cheap and I used cash value in a universal policy to convert to paid up coverage. Together they will provide near instant cash for Connie to use until survivor annuities start, then what’s not needed will go to grandchildren. Should Connie predecease me the money goes to our children. I see value in life insurance for one purpose or another at any age and under most circumstances. Assuming of course, premiums are not a burden."
- R Quinn
Read more »

Critique my investment strategy or lack thereof

"In my case I didn’t invest a penny. My shares are all from stock awards and converting stock options upon exercise as part of my compensation plus subsequent dividend reinvestment over twenty plus years. I recently stopped reinvestment and put the cash in MM fund. The building up of cash has two specific purposes. Connie is planning a new kitchen and several grandchildren will need extra help with college."
- R Quinn
Read more »

HSA Tips

HEALTH SAVINGS ACCOUNT (HSA) is the most efficient tax-advantaged investment account because it offers a triple tax advantage:
  1. Contributions are tax-deductible
  2. Earnings grow tax-free
  3. Withdrawals are tax-free if used for medical expenses
One of the best uses of an HSA is to actually invest the balance. For example, I keep $500 (the minimum required balance) in cash. The rest, I invest in low-cost index funds. This allows me to maximize compounding inside the HSA account. I also receive a $1,000 HSA match. Since I’m young and my medical expenses are low, it’s a great way to minimize taxes and grow the balance. I will also not touch my HSA at all, even if I have medical expenses. I will reimburse myself 20-30 years down the road (more on this in a bit). But if you are paying medical expenses with the HSA, you should have at least a portion of the funds in a Treasury fund or money market fund (MMF) for stability. Generally, this amount should be equal to at least one year of deductible costs. Rules To contribute to an HSA, three things must happen:
  1. You need a high deductible health plan (HDHP). You cannot contribute to an HSA without one. A “high deductible health plan” is defined under §223(c)(2)(A) as a health plan with an annual deductible of more than $1,700 for self-only coverage or $3,400 for family coverage. The maximum out-of-pocket limit is $8,500 or $17,000 (family).
Importantly, before enrolling in a high deductible plan, you need to decide whether it’s worth it in the first place. You will generally receive the biggest benefit from an HDHP if you are in good health (more on this in a bit). 2. You aren’t enrolled in Medicare. 3. You cannot be claimed as a dependent. Importantly, the HSA balance never expires. This account is always yours to keep, even if you leave your employer. Some people confuse an HSA with an FSA (which does expire, aside from a small potential rollover option). The account typically works like a “bank account,” where you make deposits and can withdraw money via online transfers or checks, or invest it like a brokerage account. Contributions The 2026 contribution limit is $4,400 for an individual plan and $8,750 for a family plan, with an additional $1,000 catch-up contribution if you are 55 or older. The contribution limit includes both your contributions and your employer’s contributions. If your employer allows it, contributing to an HSA via payroll deduction is generally better than contributing directly, as it avoids the 7.65% FICA (Social Security and Medicare) taxes. Direct, after-tax contributions only save on income tax when filing, missing the payroll tax savings. Withdrawals Withdrawals for medical expenses are tax-free. IRS Publication 502 has information about which expenses qualify as medical expenses. In addition, as long as you keep proper records, you can reimburse yourself in a later year. I keep track of all my medical expenses in a spreadsheet (e.g., with columns for EOB documents, receipts, bills, etc). I plan to reimburse myself in the future, assuming the law doesn’t change. In 2025, House Bill 6183 was proposed to change the reimbursement limit to expenses no older than two years, but it didn’t gain any traction. If there is a change in legislation, I plan to reimburse myself for all prior medical expenses before enactment. Once you turn 65, you can withdraw money from your HSA for any reason without penalty. However, you will owe income taxes on any non-medical withdrawals, effectively making this similar to a Traditional 401(k) or IRA. Inheriting an HSA Per Publication 969, if your spouse is the designated beneficiary of your HSA, it will be treated as your spouse’s HSA after your death. If your spouse isn’t the designated beneficiary (e.g. your child is the beneficiary), the account stops being an HSA and the fair market value of the HSA becomes taxable to the beneficiary in the year in which you pass away. This is why tax free HSA dollars should ideally be spent before passing down an inheritance due to tax inefficiency. On the other hand, naming a beneficiary in a low-income tax bracket to receive the deceased person’s HSA can also be beneficial for tax purposes. HSA can be powerful, but make sure the math makes sense. If you spend thousands of dollars on medical bills, having a standard plan could outweigh all the tax savings you can get.   Bogdan Sheremeta is a licensed CPA based in Illinois with experience at Deloitte and a Fortune 200 multinational.
Read more »

Managing Investment Risk

BEFORE ITS FAILURE in 2008, Lehman Brothers had been one of the most prominent investment firms in the United States. After 158 years in business, what caused it to collapse so suddenly? In a word: complexity. Lehman had been involved in the securitization of mortgages, a process that resulted in taking something relatively simple—a home mortgage—and turning it into something much more complicated, thus obscuring its true risk level. That was the proximate cause for the firm’s failure. In addition to mortgage bonds, Lehman specialized in creating other complex instruments. A document titled “The Lehman Brothers Guide to Exotic Credit Derivatives” can still be found on the internet. The strategies it describes are the sorts of things that ultimately brought the firm down. When it comes to making investment choices, risk is unavoidable. No one can know what path the economy, the market or any given investment will follow. But that doesn’t mean investment risk is entirely outside our control. There are, in my view, certain characteristics we can look for in investments that can help tilt the odds in our favor. Here are four to consider. Simplicity. Peter Lynch, former manager of the Fidelity Magellan Fund, had this warning for investors: “Never invest in any idea you can’t illustrate with a crayon.” Lynch felt that simplicity was paramount because investing is hard enough. As Kodak, Polaroid and BlackBerry taught us, things can go wrong even for well-run companies. But when an investment is complicated, it’s that much harder to assess how things might go. Consider, for example, an exchange-traded fund called the Box ETF (ticker: BOXX). It’s designed to deliver performance comparable to U.S. Treasury bills but in a more tax-efficient manner. For that reason, it’s quite popular, and I’m asked about it frequently. Despite the clear tax advantage, though, I advise against it. That’s because of its complex structure, which involves a strategy known as a box spread. This is how it’s described on the BOXX website: “A box spread is an options trading strategy that combines a long call and short put at one strike price with a short call and long put at a different strike price.”  Another question about BOXX is whether the IRS might challenge the tax strategies it’s employing. BOXX could work out just fine, but in my view, the complexity and IRS risk just aren’t necessary. And even though it’s worked well so far, the hardest part about complex instruments is that we can’t know in advance how they’ll perform through various market cycles. Times of stress could cause an otherwise successful strategy to fail. That was the lesson of Lehman Brothers. Management style. For decades, there’s been a debate between advocates of active and passive investing. That debate is an important one, but it isn’t the only one. Within the world of actively-managed funds, there are also important distinctions. Funds like the Magellan Fund, for example, are straightforward. The manager’s aim is to choose a group of stocks that he thinks will outperform. That’s one type of actively-managed fund and is the most common one, but there are many others. Some funds take a tactical approach, trading in and out of different asset classes in response to the managers’ sense of where markets are headed. Morningstar analyst Jeffrey Ptak analyzed these funds a few years back and concluded that they “would have earned twice as much if their managers didn’t trade over the past decade.” The funds’ managers, in other words, only subtracted value. The lesson: The investment world is much more nuanced than the simple distinction between active and passive, and the passive realm isn’t immune to potholes either. So be sure to look carefully under the hood of any fund you’re considering. Tax-efficiency. Mutual funds and exchange-traded funds offer a number of advantages, but they can also carry risk in the form of higher tax bills because funds are required to distribute the bulk of their gains to shareholders on a pro rata basis. Careful due diligence is required on this point because there’s a misconception that a fund’s turnover ratio—which measures the amount of trading inside a fund—is the best proxy for tax efficiency. Turnover can be an imprecise measure, though. Consider a fund like the PIMCO Total Return Fund (ticker: PTTRX). It has thousands of holdings—everything from bonds to currencies to interest rate swaps, credit default swaps, reverse repurchase agreements, and more. As a result of this diverse mix, it has an extremely high turnover rate, north of 600%. With so much trading, you might expect this fund to be massively tax-inefficient. But surprisingly, it isn’t. It hasn’t generated any capital gains distributions at all in the past four years.  In contrast, a fund like Magellan might appear to be more tax-efficient, with a much lower turnover ratio of 49%. But Magellan has generated significant capital gains for its investors in each of the past several years. The lesson: When assessing a fund’s tax efficiency, be sure to study its distribution history. That’s the metric that’s most meaningful. Concentration. With the rise of the so-called Magnificent Seven stocks, there’s been increasing hand-wringing over the concentration level of the S&P 500. The top 10 stocks today account for nearly 40% of the entire index. On the one hand, this is unprecedented and potentially cause for concern. But as The Wall Street Journal’s Jason Zweig pointed out recently, there’s more than one way to look at market concentration. At one point, for example, AT&T accounted for nearly 13% of the entire market. Today, the market’s largest stock, Nvidia, poses a risk but nonetheless has a more modest weighting of less than 7%. The bottom line: Concentration may or may not turn out to be a problem in the coming years. But since we don’t have the benefit of hindsight, this is another area where you could be defensive with your portfolio. If concentration is a potential risk, it’s one that’s easy to avoid. To diversify away from the S&P 500, you could allocate to value stocks, to small- and mid-cap stocks and to international stocks.  Other factors. How else can you play defense with your portfolio? In evaluating prospective funds, I’d also consider the length of its track record, the firm behind it, and, as discussed last week, the fund’s withdrawal policies. Investment risk may be unavoidable. But that doesn’t mean it can’t be managed.   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 »

New to building a CD or Bond Ladder?

"I am uncertain if I will choose LDRI or a treasury inflation product such as VTIP in the future and thus I used like in my statement. For now I plan to continue to annually buy 10 year TIPS at auction for our rolling ladder. The real return on 10 year TIPS currently is 0.50% or more higher than either LDRI or VTIP and I am assuming that better yield difference will continue because of the longer duration. I am building our TIPS ladder inside our Roth IRAs to cover specific contingencies I am concerned about and other factors. The first contingency occurs when either my wife or I dies. I will likely predecease my spouse but whichever of us dies first the survivor will then receive a SS benefit based on the higher earning spouse's benefit and my wife's current lower spousal benefit amount will effectively end upon the death of the first spouse. I am hopeful that the 10 years TIPS ladder proceeds paid out from Roth's to whichever of us survives will be adequate to replace the SS benefit money that goes away when the first spouse dies and given how TIPS work should provide an inflation adjusted cash flow on a income tax free basis to the surviving spouse. The second contingency I am concerned about is if somewhere around the year 2032 or so the SS trust fund becomes depleted and I need to replace the decrease in our social security benefit. One other factor I am considering is that by limiting our TIPS ladder to 10 years is that our children, who are our Roth beneficiaries, have, under current tax rules, 10 years to withdraw the remaining assets in the inherited Roth IRAs and such beneficiary distributions, if any, should be income tax free to them."
- William Perry
Read more »

Vanguard’s Transfer on Death Plan Kit

"In my name only though I was going to see if I could amend to joint ownership."
- Mark Ukleja
Read more »

How did you avoid being in the 39%?

"My parents were woefully unprepared for retirement. My dad was a sheet metal worker and my mom worked in retail. They never really made much money. When it came time to retire they had a paid for house and social security. My mom did have a very small pension. It would have been a struggle for them but both passed away in their early 60's. One of the reasons I chose to work for the government was the fact they had a good pension and, in some cases, health benefits for retirees. We also had the option of participating in a 457b Deferred Compensation Plan. I researched my options and thought I should start investing in the stock market and starting contributing 2% of my salary in 1991. I increased the amount regularly until retiring in 2010. At that time, I rolled over my Deferred Comp to a Traditional IRA with Vanguard. In summary, seeing my parents struggle motivated me to explore better retirement options. I'm very glad I did."
- Kevin N
Read more »

Volatility is your Best Friend

"I hear you, trying my pension I have a significant amount of cash and bonds, but not for the same reason you do. However, I still find it unsettling when I see a $40,000 drop in one day."
- R Quinn
Read more »

What is the best way to donate to charity in 2026?

"I'm old enough to do QCDs and prefer using them to a DAF. I don't need the anonymity that I gather some DAFs may provide, nor do I want to pay an annual administrative fee to the DAF provider. Being at a CCRC where a large medical deduction is available every year, I'm already itemizing deductions on my tax return anyway, so making donations via QCDs is the easiest and most tax-efficient for me."
- 1PF
Read more »

Why I use a Donor-Advised Fund

"DAF at Fidelity ... No fees Harold, I'm confused (apologies if I'm being dense): The Fidelity website says the DAF annual administrative fee is 0.6% on a balance up to $500k (and decreasing rates for higher account balances), plus there's the expense ratio of the underlying investments."
- 1PF
Read more »

Helping Adult Children, pt. 2

"If your children will be beneficiaries of your estate and you can afford to help them I see no reason not to do so. Personally we have been gifting our children money for their IRA's that they would struggle to fund at their current salaries. They are thankfully both financially responsible and live within their means."
- Thebroman
Read more »

Free Newsletter

Get Educated

Manifesto

NO. 27: RISK and potential return are inextricably linked. If an investment holds out the prospect of high returns, we should presume it’s highly risky—even if we can’t figure out what the risk is.

act

CAP ALTERNATIVE investments. How much do you have in various alternative investments—everything from gold to commodities to hedge funds? As a rule, keep your allocation to 10% or less of your total portfolio’s value, and favor simpler, less expensive options, such as mutual funds that focus on gold-mining stocks and real estate investment trusts.

Truths

NO. 40: NOTHING generates spectacular returns forever. Investment trends can last far longer than expected and, after a few years, further gains can seem inevitable. But that sense of inevitability encourages investors to pay prices far above what the fundamentals justify—and those fundamentals eventually drag the highfliers back to earth.

act

IMAGINE YOU WERE the executor for your own estate. What would make your job easier? You might consolidate financial accounts, shed illiquid assets like collectibles and investments in private businesses, draw up a letter of last instruction that details all assets and debts, organize key documents, and compile a list of usernames and passwords.

Savings Initiative

Manifesto

NO. 27: RISK and potential return are inextricably linked. If an investment holds out the prospect of high returns, we should presume it’s highly risky—even if we can’t figure out what the risk is.

Spotlight: Behavior

Hitting Reset

MY WIFE AND I TOOK a hiking trip last fall that included wandering through the foothills of the Ozark Mountains in Arkansas. The leaves were just starting to change colors, something I so badly miss living here in Texas.
I returned exhausted and sore, yet mentally energized and invigorated. For the majority of the trip, we were untethered from technology: no cellphone service during the day, no newspapers or TV distractions, no political talking heads,

Read more »

Here is my favorite word. What is your favorite word? Perhaps frugal, Roth, spreadsheet, planning, Monte Carlo, dividends? 

My favorite word is “aware.”
I believe that missed opportunities, stress, poor decisions of all types, just many of the things we complain about result from not being aware of what is happening around us. 
Being aware means having knowledge or perception of something. It involves noticing, recognizing, or being conscious of what’s happening either around you or within you.
In essence, being aware is about being connected to what is happening, both internally and externally,

Read more »

Haste Makes Waste

IN SPAIN, “CHAPUZA” means something botched because of inattention or sloppy work. We learned the word when repairmen rewired the buzzers in our apartment building. They finished the work quickly so they’d be done in a single day. At 2 a.m. that night, we discovered the job was chapuza when our neighbor kept buzzing our apartment—because the buzzer had been mislabeled.
Chapuza can be found everywhere. Back in the U.S., we hired a highly recommended electrician to do major work on our home.

Read more »

Human Condition

RISK IS ARGUABLY the most important financial topic. But which risks should we worry about? There are all kinds of contenders: recession, accelerating inflation, political upheaval, global conflicts, sharp market declines, individual company turmoil.
But I would argue that, as we each assess our personal finances, one risk trumps all of these—and that’s the risk that we have lousy career earnings and maybe even find ourselves without a paycheck. How come? It isn’t simply that we would likely struggle to pay the bills and service our debts.

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What do you need to be financially independent?

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Seeing Visions

WE SAVE TOO LITTLE, spend too much and what we buy often disappoints. Is there an antidote for this financially self-destructive behavior? One intriguing possibility: visualization.
If you’re like me, the word itself makes you a little queasy. It conjures up images of both self-absorbed, navel-gazing yuppies (not something I aspire to be) and Olympic athletes getting in the zone (not something I’ll ever be). Still, I think there’s value in spending serious time pondering our financial goals.

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Spotlight: Hayes

A Better Trade?

FOR MORE THAN 20 years, I’ve been the biology department manager at a small, liberal arts college located in the Pacific Northwest. My job is unique because I interact, on a daily basis, not only with students, staff and faculty at the college, but also with various building maintenance personnel, sales reps and instrument-repair folks who are critical to the successful operation of the department. For me, it’s an interesting study in contrast. I see students in their 20s taking on debt to fund their education. Once they graduate, some have difficulty landing jobs in their field of study. Those who find meaningful employment may struggle for several years as they manage their debt payments, alongside various other financial obligations. I also meet blue-collar workers, many in their 50s and 60s. Most don’t have any formal education beyond high school and they face a completely different struggle. They’re discovering it’s nearly impossible to find members of the younger generation who possess the skills necessary to replace them once they retire. For years, economists have been talking about a skills gap that exists in the current job market. Many of the articles blame a lack of relevant training on college campuses. Economists have found technology is changing at such a rapid pace that it’s nearly impossible to keep students up-to-date as they make their way through school. Indeed, major tech companies, such as Google and Apple, no longer require new hires to have a bachelor’s degree. Instead, many of these companies are increasingly relying on new hires who received their education at coding boot camps or through vocational classes. General laborers are also facing their own skills gap. The lack of skilled blue-collar workers is often attributed to the fact that, for the past few decades, a college education has been touted as the only real path to a successful career. Meanwhile, millions of trade jobs, many of which pay well above minimum wage, are left unfilled. Younger workers aren’t flocking to high-paying construction and equipment-repair jobs. Result: The cost of getting this type of work done is on the rise. From my own vantage point, I see the results of both skills gaps. Tuition rates at colleges continue to increase each year, with the average tuition and fees at a four-year private college currently averaging about $32,000 per year. The amount of debt students accrue during their college careers directly impacts their life for years to come. Meanwhile, the cost of having equipment repaired, and having building maintenance performed, also continues to spiral upward. I recently needed to hire an instrument repairman to come to the college to fix a broken piece of equipment. Because there wasn’t anyone in my immediate area who possessed the necessary skills, I had to pay for someone to travel three hours to our location. The travel time was billed at $249 per hour, while the actual labor for the repair cost $349 an hour. An obvious question: Will today’s young adults start weighing the cost of a college education against the handsome incomes available from some trade jobs—and decide four costly years at college aren’t a good investment? Kristine Hayes's previous articles for HumbleDollar include a series of blogs about her  2018 home purchase: Heading Home (I), (II), (III), (IV) and (V). Kristine enjoys competitive pistol shooting and hanging out with her husband and her two corgis. [xyz-ihs snippet="Donate"]
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So Rewarding

A FRIEND RECENTLY asked me the interest rate on my credit card. I admitted I had no idea. I pay off the balance in full every month and therefore don’t know, or care about, the interest rate. I’m a minority in this regard. Only 35% of us pay off our credit card balance each month. We’re dismissed as “deadbeats” by profit-hungry credit card companies, perhaps with some justification: We reap the benefits of credit card rewards programs designed to lure the other 65% of the population into using their cards on a regular basis—and then foolishly carrying a balance. There are different credit card rewards strategies. One involves having multiple cards and matching purchases to the card offering the highest reward for that specific item. For instance, you might use a credit card that offers 4% to 6% back on groceries at the supermarket, while using a different card—one with enhanced travel rewards—when purchasing a plane ticket. Another system involves carrying just one credit card, which offers a somewhat lower percentage cash back, but on a wider variety of items. Since I have a relatively low disposable income, and don’t travel much, the single card system works best for me. I do, however, try to figure out ways to maximize the rewards I get. A recent example: I decided to replace my well-loved Kindle Fire with a newer model. Instead of purchasing the device directly through Amazon using my Costco Citi Visa card, I chose instead to purchase an Amazon gift card at my local grocery store using my credit card. This allowed me to earn 1% cash back, as well as a 30-cent-per-gallon discount off my next gasoline purchase. The grocery chain I shop at frequently runs this promotion to entice people to purchase gift cards through their stores. I then used my gift card to purchase the Kindle and used my Visa card to buy my discounted gas, generating an additional 4% cash back. So far this year, I’ve racked up $340 in cash back. When my rewards check arrives next February, I’ll cash it in at my local Costco. I could, instead, use the check as credit toward items I purchase at Costco. But I’d rather continue to charge those purchases on my card, thereby earning additional cash back. Taking advantage of credit card rewards programs pays off handsomely for those of us with the discipline never to carry a monthly balance. What if you don’t pay off your balance in full? The rewards you collect will likely be tiny compared to the interest you end up paying. Kristine Hayes is a departmental manager at a small, liberal arts college in Portland, Ore. Her previous articles include Driving Down Costs and Getting Sued. [xyz-ihs snippet="Donate"]
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Heading Home (II)

WHEN I FINALLY MADE the decision to apply for a mortgage, time was of the essence. Mortgage rates were rising daily and I wanted to lock in a reasonable rate as quickly as I could. Luckily, I’m one of those people who pride themselves on being well-organized. The loan officer at my credit union sent me a lengthy list of financial documents I would need to provide before she could begin processing my loan application. Having online access to my financial accounts, and digital copies of my tax returns, made the whole process easy. I was able to upload all my documentation to the credit union website within an hour of the request. A couple of days later, I got a text from my loan officer. I nearly choked when I read the message. She told me I’d qualified for a $403,000 loan, with as little as a 5% down payment. I’d been going on the assumption I’d qualify for no more than a $200,000 loan and was figuring my overall house-buying budget would be no more than $250,000. In hindsight, I probably shouldn’t have been surprised. I have no debt, a credit score that’s labeled “excellent” and more than $300,000 in my retirement accounts. With about $80,000 in liquid assets that I could use toward a down payment—and a $403,000 loan—I realized I could purchase a house costing nearly half-a-million dollars. But since I make just $71,000 a year, taking out a loan that large seemed ill-advised. Between the mortgage payment, property taxes and insurance, well over 50% of my take-home income would be going toward housing. In looking at my loan options, and what my monthly payment would be, I ultimately decided to look at homes in the $380,000 range. At that price, I could afford a 20% down payment—thereby eliminating the need for private mortgage insurance—and still be able to find a house in a neighborhood that would allow me a reasonable commute. My monthly payment would be higher than what I was paying in rent, meaning I could put far less money into my retirement accounts than I had been. But it was a tradeoff I was willing to make to have a place of my own to call home. Kristine Hayes is a departmental manager at a small, liberal arts college. This is the second in a series of articles about her recent home purchase. Her previous articles include Heading Home (I), Happy Ending and Material Girl. [xyz-ihs snippet="Donate"]
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Hidden Gems

AS AN OBSESSIVE organizer, I like having everything tidied up before the start of the new year. I spend considerable time reviewing my finances and making sure my retirement plan is on track. As I was filling out my financial notebook this year, I added a new section: a list of lesser-known “benefits” I’ve recently discovered and intend to use more frequently in future. For instance, after publishing a blog post about car ownership, a HumbleDollar reader suggested my insurance company might provide a more reasonably priced roadside assistance program than my current AAA coverage. A quick email to my agent revealed that I could indeed get roadside assistance added to my current policy for just over $10 per year—a savings of nearly $50 compared to AAA. When I wrote about earning credit card rewards, it prompted me to take a closer look at the benefits included with my card of choice: the Costco Citi Visa. I discovered I have access to the card's price rewind benefit. If I purchase an item using my Citi card and it goes on sale within 60 days, I can receive a refund of the price difference. I also discovered my card provides me with extended warranty coverage on many purchases, as well as rental car insurance. Earlier this year, when I decided it was time to come to grips with estate planning, I contacted the employee assistance program available through my job. I was able to get a simple will, as well as medical and financial powers of attorney, drawn up for $150. In addition to offering legal referral services, the program provides other benefits, ranging from financial coaching to discounted gym memberships. Amazon continues to impress me with the number and variety of perks included with its Prime membership program. In addition to getting access to thousands of television shows, movies, books and songs, Amazon now offers a 2% rewards program for members who reload their gift card balances using a checking account. The program is currently offering a $10 bonus for members who reload their gift card accounts with $100. I frequently take advantage of Amazon’s free two-day shipping for Prime members, but recently I’ve had two instances when an item didn’t show up on the day it was promised. Both times, I sent a quick email to Amazon’s customer service department to tell the company about the delay. I was rewarded for my efforts with a one-month extension of my Prime membership for the first incident and a $10 Amazon credit for the second. Kristine Hayes is a departmental manager at a small, liberal arts college in Portland, Oregon. Her previous blogs include Keeping It Private, A Rewarding Experience and Driving Down Costs. [xyz-ihs snippet="Donate"]
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On My Own—But Not

WHEN I ANNOUNCED I’d be retiring at age 55, the most frequent question I received from friends was about how I’d pay for health insurance. They knew I wouldn’t be eligible to receive Medicare for a decade. They also knew paying for 10 years of premiums would likely leave a large crack in my nest egg. Fortunately, I was able to take advantage of a health insurance benefit provided by my former employer. As an early retiree, I’m eligible to receive health care coverage for the rest of my life. It’s a benefit no longer offered to new employees. I maximized the benefit by retiring on my 55th birthday—the first day I was eligible to receive it. For the next 10 years, my former employer will pay a sizable portion of my health insurance premiums. Once I become eligible to receive Medicare, my old employer will provide me with a monthly stipend to purchase whatever supplemental coverage I want. In 2023, my former employer will pay a total of $8,790 toward the cost of my health care coverage. That’s equivalent to two months of my take-home pay at the time I retired. I have to pick up a portion of the premium cost. Starting in January, my share will be $173 a month. In October, I received my open enrollment information. Since my husband and I relocated to  Arizona after I retired, I’m limited to one option for insurance coverage. But that option allows me to receive care from any provider within the U.S. Out of curiosity, I wanted to see how the plan I have compares to those available through the health care exchange set up under the Affordable Care Act (ACA). I discovered there were no ACA plans with a $1,000 deductible, which is what my current plan has. Looking at plans with a $2,000 deductible, there were three options. The least expensive of those would cost me $1,354 a month. That plan came with an annual out-of-pocket maximum of $8,700. My current plan has a $3,000 maximum. It wasn’t clear to me if the ACA plan would allow visits to the hospital and clinics located in the retirement community where I live. Having the ability to see providers—whose offices are less than two miles from my home—is a convenience I can’t put a price on.
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While at Home

WHEN THE COLLEGE where I work switched to a remote learning platform for the remainder of the academic year, I suddenly found myself out of work. The majority of my job responsibilities revolve around preparing laboratory classes for students—students who are no longer on campus. Thankfully, I’m still receiving a paycheck, but only time will tell whether I’ll be furloughed or have my hours cut back like so many other employees at colleges and universities. In the meantime, spending most of my time at home has given me the chance to tackle several personal finance projects—including these four: 1. Preparing legal documents. Getting my will updated had been on my to-do list since I remarried in 2018. By subscribing to an online legal service, my husband and I were able to create several legal forms quickly and easily. Our goal was simple: create a set of documents allowing us to avoid costly probate proceedings upon our death. During the first night of our estate-planning project, we created three transfer-on-death deeds, one for each of the homes we own. For less than $400, we were able to create the deeds, have them notarized and file them with the county recorder’s offices in each of the states where we have a residence. Next up were wills. Our finances are relatively straightforward, so we were able to create simple wills specifying how our assets should be dealt with upon our death. We also made sure the beneficiaries on our retirement accounts and life insurance were up to date, as well as making a list of personal property and specifying how it should be divided up among family members. 2. Organizing financial papers. Using a high-speed scanner, I digitized the tax returns, retirement account statements and mortgage documents we’d accumulated over the past decade. Purging huge piles of paper from our filing cabinet felt good and made me feel productive at a time when productivity feels like it’s at an all-time low. I also took photos of the credit and debit cards in my wallet. In the event my wallet is stolen, I’ll know exactly who to contact about cancelling my accounts. And after finding out I’d been part of a financial website’s security breach, I enrolled in an identity-theft monitoring program so I’ll be alerted if my personal information is compromised again. 3. Coping with financial uncertainty. Three weeks before our state’s mandatory stay-at-home order was issued, my personal net worth hit a record high. My financial anxiety was low and I felt good about my prospects for retiring early. As I watched my net worth plummet in the month that followed, I spent several nights awake worrying about my job and overall financial health. Amid all my nervousness, I sat down and started to write out a worst-case scenario. A scenario that found me unemployed. A scenario where my husband and I had no income from our rental house. And when I looked at our accounts, our assets and our lifestyle, I realized we’d likely be fine even if that worst-case scenario came to pass. There’s no doubt our lifestyle would need to be adjusted, but we wouldn’t find ourselves bankrupt overnight, either. I was able to pause and reflect that, as bad as the economy was just over a decade ago, it bounced back. I made the decision to increase the amount of money I contribute toward retirement, something I didn’t do during the Great Recession. 4. Getting a puppy. Adding a German shepherd to our family certainly wasn’t a planned financial move—and I know it’ll add to our expenses at a difficult time. It has, however, been a decision we haven’t regretted. Having a new puppy to train has helped make the pandemic stay-at-home orders more bearable. Most important, it’s provided me with a much-needed distraction from checking the news and the stock market’s performance throughout the day. Kristine Hayes is a departmental manager at a small, liberal arts college. Her previous articles include Attitude Adjustment, Few Absolutes and Why FI. Kristine enjoys competitive pistol shooting and hanging out with her husband and their dogs. [xyz-ihs snippet="Donate"]
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