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How do we know we have enough money? When money isn’t something we regularly fret about.

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Is the value of your home an important part of retirement plans?

"We have an opposite view of our stairs -- they're a fitness aid! But we also made it a point to buy a house that will allow for the easy installation of an elevator or a stair lift if necessary. We don't want to move under any circumstances."
- Mike Gaynes
Read more »

When is it worth your time to unfreeze your credit score?

"Things to consider when applying for a new credit line (or when unfreezing credit records is worth considering) The Good: access to retailers (Costco store & gas); welcome offers (for me, nothing under $200 USD is attractive - check Nerdwallet dot com), loyalty perks (airline points, Amazon / Wholefoods discounts), cash back rewards. The Bad: reduced FICO score with each new card, store credit card has very low limit (5K) compared to bank card (30K); interest rate on store card (APR) is much higher than bank card (if balance not paid in full for each billing cycle); managing more credit cards is a pain point; future application is limited by banks (the major issuers, have limits per year for all cards); spam soliciting mailings, emails from retailers The Ugly: more credit cards open = more exposure risk to scam / personal ID theft (retailers got hacked quite often); closing credit card takes work and FICO hit but it might not erase personal file on the retailers' files."
- quan nguyen
Read more »

Don’t Let Mr Market Bully You: A Gentle Reminder of Your Built-In Protection

"A very good reminder of why we rebalance our equity gains back to target: It crystallizes the gains into our more stable bond/cash spending buckets."
- Mark Crothers
Read more »

Letter from Elaine

Dear HumbleDollar Community, Last week there was a forum post penned by Dick Quinn on shopping carts.  This post was an inappropriate and unkind rant/lament that had no place on HumbleDollar.  We can all agree that this post should have been better moderated and that the comment thread which turned acrimonious should have been stopped.  Going forward, I kindly ask commentors take a mindful pause before commenting to prevent further igniting an already incendiary post.  And I kindly ask those who pen forum posts to think carefully about the personal finance lessons or observations they are sharing.  HumbleDollar provides a wealth of information from both its content and its community, so questions are always welcome. My husband Jonathan often spoke to me about the overall kindness, civility and intelligence of the HumbleDollar community.   Please do not prove him wrong.
Read more »

Fantasy Retirement Billable Hours

"Sounds like you’re a “rich man”, in more ways than $. Bravo!"
- G W
Read more »

What would you do if you couldn’t drive?

"My sister says she plans to buy a car with automatic shift for the same reasons whenever she decides to replace her now-25-year-old stick shift. At least it's now considered an "antique" such that she doesn't have to meet emission standards when she gets it inspected."
- Linda Grady
Read more »

Year-End Tax Planning Moves

NOVEMBER IS A GOOD time for tax planning. You still have enough time left in the year to make tax moves, but you’re close enough to December 31st to know what your income, deductions and credits might look like. Here are some tax moves to consider:   1. Maximizing retirement contributions Before the year ends, if you have the means, consider contributing the maximum allowed $23,500 to traditional 401(k), Roth 401(k), and similar workplace plans. Even if you can’t max it out, increasing your contributions in November and December can still make a meaningful difference. And if your employer offers a match, make sure you’re contributing at least enough to get the full match.   2. Mega Backdoor Roth This strategy allows high-income earners to save even more in a Roth account, if permitted by a workplace retirement plan. For example, say you contribute the entire $23,500 to a pre-tax 401(k), and receive $10,000 in employer match. You can still contribute $36,500 to after-tax account if allowed by your plan. After contributing to the after-tax account, you can roll the funds over to a Roth IRA or Roth 401(k), shielding them from future tax.   3. Backdoor Roth If you have a high income, you can’t contribute to a Roth IRA directly. But, there is a strategy called “Backdoor Roth”. It involves making a non-deductible contribution (so no tax deduction) to a Traditional IRA, and then converting the amount into Roth.  Importantly, you need to ensure that you have a $0 Traditional IRA/Rollover IRA/SEP/SIMPLE by December 31, otherwise, the conversion will be partially taxable. I wrote more about the Backdoor Roth strategy in a previous issue.   4. Optimizing Charitable Contributions If you’re planning to donate to charity before the end of the year, consider donating appreciated shares from your taxable brokerage account instead of cash. When you donate stock that has increased in value, you can deduct the full market value of the shares (up to a set AGI limit) without paying capital gains tax on the appreciation. After the donation, you can use the cash you had originally planned to give to buy back the same shares. This effectively increases your cost basis in those shares, which reduces your future capital gains tax when you eventually sell them.   5. Tax Loss Harvesting If you have stocks/ETFs that have a loss, consider selling them to offset gains from other investments or to claim up to a $3,000 capital loss deduction on your tax return. This strategy, known as tax loss harvesting, can reduce your taxable income and lower your overall tax bill. A common strategy for some investors is to sell a fund that tracks the S&P 500 at a loss, and rebuy a similar fund, say the Total US Market Fund. Looking at the S&P 500, it's down ~5% from its all time highs, so it could be a decent move. Just remember the wash sale rule: don’t buy the same or a substantially identical security within 30 days before OR after the sale, or the loss will be disallowed for tax purposes.   6. Tax Gain Harvesting If your taxable income is below $48,350 (or $96,700 for MFJ) in 2025, consider selling appreciated securities at a gain and buying them back. This increases the cost basis of your investment and lowers future tax liability. However, if state or local taxes apply, this strategy may not be worthwhile due to the opportunity cost of paying those taxes. This strategy is ideal for an investor in a no income tax/no capital gains tax state.   7. Maximize HSA HSAs provide many tax benefits, including a tax deduction, tax-free growth, and tax-free withdrawals for medical expenses. You can contribute $4,300 for individuals or $8,550 for families if you have a HDHP (minimum deductible of $1,650 for individuals and $3,300 for family coverage). Individuals age 55 and older can contribute an additional $1,000 "catch-up" contribution.  I personally maximize my HSA every year since my employer also provides a matching for it. It's a great way to save/invest for the future healthcare costs.   8. Business Entity If you are a business owner, choosing the right business structure can have a big impact on your taxes. For individuals with net income above $100,000, electing S corporation status could be a smart move. An S corp allows you to split your earnings between a reasonable salary and distributions. While your salary is subject to payroll taxes, distributions are not, which can reduce your self employment taxes. However, you have to analyze the payroll costs, including compliance, for maintaining that S corp status.    9. Track Expenses Most small business owners or people with a side hustle overpay taxes because they don't keep a good track of their expenses. Some of the smaller things like entity formation or business meals could get missed. This is why it's a good practice to have a separate business bank account and connect it to various bookkeeping softwares. Last minute bookkeeping often leads to missed opportunities and higher taxes. For self-employed individuals, tracking income and expenses consistently throughout the year can make quarterly estimated tax payments more accurate and reduce the risk of penalties.   10. Gift In 2025, you can gift up to $19,000 ($38,000 for married couples) per person without impacting your lifetime estate and gift tax exemptions ($15M in 2026). This won't reduce your taxes now but will allow you to strategically transfer wealth to your heirs tax free. This is especially relevant for individuals living in states that have a low exemption (like Oregon with $1M) Which ones are you going to take advantage of this year? Let me know in the comments!   Bogdan Sheremeta is a licensed CPA based in Illinois with experience at Deloitte and a Fortune 200 multinational.
Read more »

Health Insurance Double Take

"I do understand your statements. You are indeed technically correct. I simply chose to think about it from a different angle. My mental picture combines all apsects of healthcare, which includes (in my mind) cost for insurance."
- Jeff
Read more »

Shopping carts. Please don’t consider this a rant. It is a lamentation.

"Not the dark gray one please. Never fear, if I am alone I park in the far reaches of the lot where no others dare venture for fear of getting lost. Let’s hope all this nonsense has been an economic value for HD. Who would have thunk it? Imagine if we were posting about the folks in Washington, but not the East Wing of course.😁 As I said before, it’s not easy being green 🐸"
- R Quinn
Read more »

Inflation Insurance

ON AUG. 15, 1971, President Richard Nixon made the weighty decision to end the convertibility of the U.S. dollar into gold. By doing so, he drove a stake through the heart of the gold standard, a monetary system which fixed the worth of a unit of money to a specific amount of physical gold. Before that day, foreign central banks were able to exchange $35 for one ounce of gold from the vaults of the U.S. Federal Reserve. By closing the so-called gold window half a century ago, Nixon ushered in the current era of fiat money. Fiat currencies—which include all currencies in existence today—aren’t backed by anything tangible. Rather, their value depends entirely upon the collective trust of people making transactions in those currencies. If that confidence evaporates, so does the value of that money. What can lead to a loss of confidence in money? In a word, oversupply. Too much of anything can be a bad thing, and so it is with money. Print too much money and you devalue it. When a currency is devalued, inflation results. Gold is called a precious metal precisely because it’s rare and difficult to mine. Though many have tried, gold cannot be fabricated. Because of this and other unique qualities, the yellow metal has been a store of value for over two millennia. Gold’s value as an investment is far more controversial. Gold isn’t an investment in the traditional sense because it generates no cash flow. Result? There’s no way to assign an intrinsic value to an ounce of gold. In this regard, gold resembles other commodities. In all likelihood, however, gold will remain a store of value. Those who own gold, as I do, know that currencies have an uncomfortable history of being devalued. In my mind, gold is a form of insurance against this risk. How has gold performed as an investment over the past five decades? Surprisingly well, it turns out. In U.S. dollar terms, gold has appreciated 8.2% annually, on average, since Aug. 15, 1971. But what has really happened is that the dollar—and other currencies—have depreciated against gold. If you hold the value of gold constant, the U.S. dollar has lost 7.65% in purchasing power per year, on average, since the nation left the gold standard 50 years ago. Incidentally, advocates of cryptocurrencies claim they’re a store of value, too. Some go so far as to call them “digital gold.” I’m not smart enough to weigh in on cryptocurrencies. But it seems noteworthy to me that the number of cryptocurrencies has exploded from 66 to more than 5,000 since 2013. I prefer to own gold, which has a far longer history as a store of value.
Read more »

Money, Happiness, and Choice

FOR DECADES, RESEARCHERS have been looking at the link between money and happiness. The findings? In short, it’s a mixed bag. To be sure, there are ways that money can boost happiness, and below are some ideas to consider. But there are also obstacles to contend with. We’ll look first at the obstacles before turning to the recommendations.  The most significant challenge is the fact that—to a great extent—our happiness level is hard-wired into us. Everyone has a happiness “set point,” with the result that some people simply end up being happier than others, regardless of their finances or circumstances. People debate about how much that set point matters. To one degree or another, though, researchers agree that happiness isn’t entirely in our control. Another reality to be aware of: Happiness for most people follows a predictable pattern throughout life. Specifically, that pattern tends to be U-shaped, with happiness often dipping in early adulthood, as responsibilities begin to pile on. Buying a home, climbing the career ladder and raising children—these things all take work and can take a toll. The good news is that happiness tends to start rising again by the time folks hit their 40s. But it’s hard to sidestep those earlier, more challenging years. The third obstacle is what’s known as the Easterlin paradox. Richard Easterlin was a leading researcher on the psychology of money. One of his key findings was that when societies experience economic growth, the resulting rise in prosperity, counterintuitively, doesn’t seem to affect people’s happiness levels. Roughly the same percentage of Americans today report being very happy as did a hundred years ago, despite the vast improvement in our standard of living. Someone with just an average income today enjoys luxuries that John D. Rockefeller might have only dreamed of. Why doesn’t happiness improve along with standard of living? Easterlin’s conclusion was that it’s not just our absolute standard of living that matters; it’s our relative standing. That’s why Scandinavian countries tend to rank highly in global happiness surveys. If there are fewer people with outsized—and ostentatious—wealth, that tends to make everyone feel better. To be sure, these three factors are obstacles to contend with, and they’re generally hard to avoid. The good news, though, is that there are plenty of things that are well within our control, regardless of age or stage or financial standing. Below are five strategies you might consider as the new year approaches. Plan Suppose you’re thinking of taking a vacation next summer. Even if it’s several months away, happiness researchers suggest you start planning that vacation today. That’s because a finding in the research is that we derive enjoyment from looking forward to things. So if you increase the lead time before a vacation or other event you’re looking forward to, you’ll increase the enjoyment you derive from that experience. Give In a finding that’s been replicated more than once, giving has been found to boost happiness. Whether it’s to family, a friend in need or to an organized charity, giving almost universally brings us joy. According to the research, we get a lift from each gift we make. So writing five or 10 modest-sized checks may have more of a positive effect than one large donation. Organize Psychologists talk about the damaging effect of “open loops” in our minds. This refers to tasks that are unfinished. According to the research, they’re particularly unpleasant because they occupy disproportionate mental space. Suppose you have five items on your to-do list, but one of them is overdue. That one overdue task will tend to loom large, sapping energy, even while you’re working on the other items. That’s why I suggest keeping your financial life as simple as possible. The result, generally, will be fewer open loops to worry about. What does this mean in practice? First, I suggest structuring your household finances so that as many things as possible run on autopilot. If you have a credit card or cards, turn on the auto-pay feature so you don’t have to keep track of deadlines. Do the same with your rent or mortgage, with your insurance and with other critical services. If you’re in your working years, I suggest the pay-yourself-first approach to budgeting. Instead of trying to track every dollar—a task that few people have the time or discipline to undertake—instead simply divert a portion of your paycheck into savings before it even reaches your checking account. Other steps you can take to streamline your finances in 2026: If you have more than one bank, credit card or brokerage account, see if you can consolidate any of them. If you have old 401(k) accounts, roll the balances into your current employer’s plan or into an IRA. And within each account, see if you can streamline the number of holdings. You could use a free tool like Portfolio Visualizer to examine the correlation between two funds and see whether your portfolio would be materially affected by consolidating into just one. Buffer In organizing your finances, another step I recommend is to build in a buffer. While cash isn’t a great long-term investment, it can serve an important purpose in reducing open loops. Even if your bank doesn’t pay much in the way of interest, I’d still maintain an amount large enough that you don’t have to ever worry about running low. If that means selling some stocks now to build up a cash reserve, that strikes me as worthwhile. Delegate My neighbor tells me that he has an assistant who works remotely—from Romania. She takes care of standard things like managing his calendar but also helps with a variety of other tasks that he finds tedious, like booking travel and paying bills. All of this can be done from afar. A service like this might not make sense for everyone, but there’s a useful takeaway: If there are tasks you really dread, don’t resign yourself to living with them. Instead, see if there’s a way to delegate them. Indeed, one of the best possible uses for money is to buy time. On this point, all happiness researchers agree.   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 »

Is the value of your home an important part of retirement plans?

"We have an opposite view of our stairs -- they're a fitness aid! But we also made it a point to buy a house that will allow for the easy installation of an elevator or a stair lift if necessary. We don't want to move under any circumstances."
- Mike Gaynes
Read more »

When is it worth your time to unfreeze your credit score?

"Things to consider when applying for a new credit line (or when unfreezing credit records is worth considering) The Good: access to retailers (Costco store & gas); welcome offers (for me, nothing under $200 USD is attractive - check Nerdwallet dot com), loyalty perks (airline points, Amazon / Wholefoods discounts), cash back rewards. The Bad: reduced FICO score with each new card, store credit card has very low limit (5K) compared to bank card (30K); interest rate on store card (APR) is much higher than bank card (if balance not paid in full for each billing cycle); managing more credit cards is a pain point; future application is limited by banks (the major issuers, have limits per year for all cards); spam soliciting mailings, emails from retailers The Ugly: more credit cards open = more exposure risk to scam / personal ID theft (retailers got hacked quite often); closing credit card takes work and FICO hit but it might not erase personal file on the retailers' files."
- quan nguyen
Read more »

Don’t Let Mr Market Bully You: A Gentle Reminder of Your Built-In Protection

"A very good reminder of why we rebalance our equity gains back to target: It crystallizes the gains into our more stable bond/cash spending buckets."
- Mark Crothers
Read more »

Letter from Elaine

Dear HumbleDollar Community, Last week there was a forum post penned by Dick Quinn on shopping carts.  This post was an inappropriate and unkind rant/lament that had no place on HumbleDollar.  We can all agree that this post should have been better moderated and that the comment thread which turned acrimonious should have been stopped.  Going forward, I kindly ask commentors take a mindful pause before commenting to prevent further igniting an already incendiary post.  And I kindly ask those who pen forum posts to think carefully about the personal finance lessons or observations they are sharing.  HumbleDollar provides a wealth of information from both its content and its community, so questions are always welcome. My husband Jonathan often spoke to me about the overall kindness, civility and intelligence of the HumbleDollar community.   Please do not prove him wrong.
Read more »

Fantasy Retirement Billable Hours

"Sounds like you’re a “rich man”, in more ways than $. Bravo!"
- G W
Read more »

What would you do if you couldn’t drive?

"My sister says she plans to buy a car with automatic shift for the same reasons whenever she decides to replace her now-25-year-old stick shift. At least it's now considered an "antique" such that she doesn't have to meet emission standards when she gets it inspected."
- Linda Grady
Read more »

Year-End Tax Planning Moves

NOVEMBER IS A GOOD time for tax planning. You still have enough time left in the year to make tax moves, but you’re close enough to December 31st to know what your income, deductions and credits might look like. Here are some tax moves to consider:   1. Maximizing retirement contributions Before the year ends, if you have the means, consider contributing the maximum allowed $23,500 to traditional 401(k), Roth 401(k), and similar workplace plans. Even if you can’t max it out, increasing your contributions in November and December can still make a meaningful difference. And if your employer offers a match, make sure you’re contributing at least enough to get the full match.   2. Mega Backdoor Roth This strategy allows high-income earners to save even more in a Roth account, if permitted by a workplace retirement plan. For example, say you contribute the entire $23,500 to a pre-tax 401(k), and receive $10,000 in employer match. You can still contribute $36,500 to after-tax account if allowed by your plan. After contributing to the after-tax account, you can roll the funds over to a Roth IRA or Roth 401(k), shielding them from future tax.   3. Backdoor Roth If you have a high income, you can’t contribute to a Roth IRA directly. But, there is a strategy called “Backdoor Roth”. It involves making a non-deductible contribution (so no tax deduction) to a Traditional IRA, and then converting the amount into Roth.  Importantly, you need to ensure that you have a $0 Traditional IRA/Rollover IRA/SEP/SIMPLE by December 31, otherwise, the conversion will be partially taxable. I wrote more about the Backdoor Roth strategy in a previous issue.   4. Optimizing Charitable Contributions If you’re planning to donate to charity before the end of the year, consider donating appreciated shares from your taxable brokerage account instead of cash. When you donate stock that has increased in value, you can deduct the full market value of the shares (up to a set AGI limit) without paying capital gains tax on the appreciation. After the donation, you can use the cash you had originally planned to give to buy back the same shares. This effectively increases your cost basis in those shares, which reduces your future capital gains tax when you eventually sell them.   5. Tax Loss Harvesting If you have stocks/ETFs that have a loss, consider selling them to offset gains from other investments or to claim up to a $3,000 capital loss deduction on your tax return. This strategy, known as tax loss harvesting, can reduce your taxable income and lower your overall tax bill. A common strategy for some investors is to sell a fund that tracks the S&P 500 at a loss, and rebuy a similar fund, say the Total US Market Fund. Looking at the S&P 500, it's down ~5% from its all time highs, so it could be a decent move. Just remember the wash sale rule: don’t buy the same or a substantially identical security within 30 days before OR after the sale, or the loss will be disallowed for tax purposes.   6. Tax Gain Harvesting If your taxable income is below $48,350 (or $96,700 for MFJ) in 2025, consider selling appreciated securities at a gain and buying them back. This increases the cost basis of your investment and lowers future tax liability. However, if state or local taxes apply, this strategy may not be worthwhile due to the opportunity cost of paying those taxes. This strategy is ideal for an investor in a no income tax/no capital gains tax state.   7. Maximize HSA HSAs provide many tax benefits, including a tax deduction, tax-free growth, and tax-free withdrawals for medical expenses. You can contribute $4,300 for individuals or $8,550 for families if you have a HDHP (minimum deductible of $1,650 for individuals and $3,300 for family coverage). Individuals age 55 and older can contribute an additional $1,000 "catch-up" contribution.  I personally maximize my HSA every year since my employer also provides a matching for it. It's a great way to save/invest for the future healthcare costs.   8. Business Entity If you are a business owner, choosing the right business structure can have a big impact on your taxes. For individuals with net income above $100,000, electing S corporation status could be a smart move. An S corp allows you to split your earnings between a reasonable salary and distributions. While your salary is subject to payroll taxes, distributions are not, which can reduce your self employment taxes. However, you have to analyze the payroll costs, including compliance, for maintaining that S corp status.    9. Track Expenses Most small business owners or people with a side hustle overpay taxes because they don't keep a good track of their expenses. Some of the smaller things like entity formation or business meals could get missed. This is why it's a good practice to have a separate business bank account and connect it to various bookkeeping softwares. Last minute bookkeeping often leads to missed opportunities and higher taxes. For self-employed individuals, tracking income and expenses consistently throughout the year can make quarterly estimated tax payments more accurate and reduce the risk of penalties.   10. Gift In 2025, you can gift up to $19,000 ($38,000 for married couples) per person without impacting your lifetime estate and gift tax exemptions ($15M in 2026). This won't reduce your taxes now but will allow you to strategically transfer wealth to your heirs tax free. This is especially relevant for individuals living in states that have a low exemption (like Oregon with $1M) Which ones are you going to take advantage of this year? Let me know in the comments!   Bogdan Sheremeta is a licensed CPA based in Illinois with experience at Deloitte and a Fortune 200 multinational.
Read more »

Health Insurance Double Take

"I do understand your statements. You are indeed technically correct. I simply chose to think about it from a different angle. My mental picture combines all apsects of healthcare, which includes (in my mind) cost for insurance."
- Jeff
Read more »

Money, Happiness, and Choice

FOR DECADES, RESEARCHERS have been looking at the link between money and happiness. The findings? In short, it’s a mixed bag. To be sure, there are ways that money can boost happiness, and below are some ideas to consider. But there are also obstacles to contend with. We’ll look first at the obstacles before turning to the recommendations.  The most significant challenge is the fact that—to a great extent—our happiness level is hard-wired into us. Everyone has a happiness “set point,” with the result that some people simply end up being happier than others, regardless of their finances or circumstances. People debate about how much that set point matters. To one degree or another, though, researchers agree that happiness isn’t entirely in our control. Another reality to be aware of: Happiness for most people follows a predictable pattern throughout life. Specifically, that pattern tends to be U-shaped, with happiness often dipping in early adulthood, as responsibilities begin to pile on. Buying a home, climbing the career ladder and raising children—these things all take work and can take a toll. The good news is that happiness tends to start rising again by the time folks hit their 40s. But it’s hard to sidestep those earlier, more challenging years. The third obstacle is what’s known as the Easterlin paradox. Richard Easterlin was a leading researcher on the psychology of money. One of his key findings was that when societies experience economic growth, the resulting rise in prosperity, counterintuitively, doesn’t seem to affect people’s happiness levels. Roughly the same percentage of Americans today report being very happy as did a hundred years ago, despite the vast improvement in our standard of living. Someone with just an average income today enjoys luxuries that John D. Rockefeller might have only dreamed of. Why doesn’t happiness improve along with standard of living? Easterlin’s conclusion was that it’s not just our absolute standard of living that matters; it’s our relative standing. That’s why Scandinavian countries tend to rank highly in global happiness surveys. If there are fewer people with outsized—and ostentatious—wealth, that tends to make everyone feel better. To be sure, these three factors are obstacles to contend with, and they’re generally hard to avoid. The good news, though, is that there are plenty of things that are well within our control, regardless of age or stage or financial standing. Below are five strategies you might consider as the new year approaches. Plan Suppose you’re thinking of taking a vacation next summer. Even if it’s several months away, happiness researchers suggest you start planning that vacation today. That’s because a finding in the research is that we derive enjoyment from looking forward to things. So if you increase the lead time before a vacation or other event you’re looking forward to, you’ll increase the enjoyment you derive from that experience. Give In a finding that’s been replicated more than once, giving has been found to boost happiness. Whether it’s to family, a friend in need or to an organized charity, giving almost universally brings us joy. According to the research, we get a lift from each gift we make. So writing five or 10 modest-sized checks may have more of a positive effect than one large donation. Organize Psychologists talk about the damaging effect of “open loops” in our minds. This refers to tasks that are unfinished. According to the research, they’re particularly unpleasant because they occupy disproportionate mental space. Suppose you have five items on your to-do list, but one of them is overdue. That one overdue task will tend to loom large, sapping energy, even while you’re working on the other items. That’s why I suggest keeping your financial life as simple as possible. The result, generally, will be fewer open loops to worry about. What does this mean in practice? First, I suggest structuring your household finances so that as many things as possible run on autopilot. If you have a credit card or cards, turn on the auto-pay feature so you don’t have to keep track of deadlines. Do the same with your rent or mortgage, with your insurance and with other critical services. If you’re in your working years, I suggest the pay-yourself-first approach to budgeting. Instead of trying to track every dollar—a task that few people have the time or discipline to undertake—instead simply divert a portion of your paycheck into savings before it even reaches your checking account. Other steps you can take to streamline your finances in 2026: If you have more than one bank, credit card or brokerage account, see if you can consolidate any of them. If you have old 401(k) accounts, roll the balances into your current employer’s plan or into an IRA. And within each account, see if you can streamline the number of holdings. You could use a free tool like Portfolio Visualizer to examine the correlation between two funds and see whether your portfolio would be materially affected by consolidating into just one. Buffer In organizing your finances, another step I recommend is to build in a buffer. While cash isn’t a great long-term investment, it can serve an important purpose in reducing open loops. Even if your bank doesn’t pay much in the way of interest, I’d still maintain an amount large enough that you don’t have to ever worry about running low. If that means selling some stocks now to build up a cash reserve, that strikes me as worthwhile. Delegate My neighbor tells me that he has an assistant who works remotely—from Romania. She takes care of standard things like managing his calendar but also helps with a variety of other tasks that he finds tedious, like booking travel and paying bills. All of this can be done from afar. A service like this might not make sense for everyone, but there’s a useful takeaway: If there are tasks you really dread, don’t resign yourself to living with them. Instead, see if there’s a way to delegate them. Indeed, one of the best possible uses for money is to buy time. On this point, all happiness researchers agree.   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 »

Free Newsletter

Get Educated

Manifesto

NO. 58: IF WE HAVE a long time horizon, we should aim to be owners—by buying our cars, our home and a diversified stock portfolio. The latter will make us part owners of companies large and small.

Truths

NO. 124: THE WORLD’S net bond position is zero. For every dollar that someone owes, there’s a dollar owed to someone. In other words, if we eliminated all debt, the world would be no wealthier—because, for every debtor who is now debt-free, there would be a lender who’s now poorer. That said, an economy can suffer if some folks end up too deeply in debt.

think

BOUNDED RATIONALITY. There are limits on how much information we can process, because of time constraints and cognitive limitations, so we take mental shortcuts. We're more likely to buy stocks that are in the news, we rely on rules of thumb and we only make financial decisions when issues are brought to our attention. Result: Our choices often aren’t optimal.

humans

NO. 62: WE'RE OFTEN blindsided by risks we fail to consider. This can hurt us with investments, when we discover there are pitfalls we’re oblivious to, and with our homes, when we’re hit with problems we’re unaware of. Often, we can protect ourselves by diversifying, buying insurance or taking other precautionary steps—but, to do that, we first need to realize we’re at risk.

Two-minute checkup

Manifesto

NO. 58: IF WE HAVE a long time horizon, we should aim to be owners—by buying our cars, our home and a diversified stock portfolio. The latter will make us part owners of companies large and small.

Spotlight: Life Events

Take It Slow

ONE DAY BACK IN 2012, I received a life-changing windfall. Contrary to what you might imagine, however, that day was not very different from the day before it, or the day after. It went something like this: Woke up. Went to work. Came home. Thought about ways to splurge. Ultimately gave up and went to bed.
In other words, there was no visit to the Ferrari dealership, no trip to Las Vegas,

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Boglehead Conference

There is a Boglehead Conference in October.  Has anybody attended previous conferences? I’m considering attending and I’d appreciate your hearing about your experience. Did you find it valuable?
Thanks,
Jackie

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Nervous Bride

WHEN I MARRIED FOR the first time, I didn’t think much about it. I was in my 20s. My new husband (and future ex-husband) and I had already been living together for nearly a decade. Neither of us had any items of real value, so the financial implications of joining our lives meant very little. Marriage, it seemed, was just the obvious next step in our relationship.
When I married for the second time,

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The Risks We Miss

TODAY’S FINANCIAL lesson: We can manage risk—but terrible stuff can still happen. This thought, of course, was prompted by my recent cancer diagnosis. But the notion is also all too relevant to money management.
But let’s start with health matters. In 1995, I began training for my first marathon, which I ran in May 1996 in Pittsburgh and finished in just under three hours. Ever since, I’ve been a bit of an exercise nut.

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Marrying Money

IN THE RUNUP TO OUR marriage, everyone had advice for us—on everything from communication to sex to our finances. But some of the best advice we received came from a church leader my husband had known for years. He gave us a list of topics to discuss. These discussions resulted in some financials wins, while the conversations we avoided led to struggles.
Needs vs. wants. My husband and I each made a list of what we considered to be our needs and wants.

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How Will You Know When It’s Time?

A number of events over the past few months have me thinking about aging, mortality, legacy, frailty, and – of course – financial planning. These events included attending funerals, preparing tax returns (ours and dozens of others), visiting old friends and distant family, minor traffic accidents, winter doldrums, and the recent discussions on HumbleDollar on the unique estate planning needs of childless retirees. Recent market volatility may have played a small role.
My wife and I have a lot of real-world experience caring for aging and infirm parents,

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Spotlight: Kondrack

Mirror, Mirror on the Wall

They say at 20 years of age you have the face that nature gave you.  At 40, you have the face life gave you and at 60, you have the face you deserve. This is a variation on a quote attributed to both George Orwell, author and essayist, and Coco Chanel, fashion maven. If this is true, it means  that our choices and attitudes leave an indelible mark on our character which ultimately surfaces in our physical appearance. Each one of us has the responsibility for the kindness, warmth and openness that our faces communicate.  I found no better example of this than while undergoing medical treatments. It is cold in the infusion room—and as Rosemary, the infusion nurse, bends over me to button up my sweater, I am touched by her tender and motherly gesture.  Few can say why some faces seem beautiful as beauty is not only skin deep, it lies deep within our soul. As for me, I once had the face of a capable,  self reliant, ambitious, joyful young girl. I now see the face of a thoughtful woman who has known pleasures and sorrows, a patient caregiver, a possessor of a cheerful and grateful heart. And I’m reminded that a beautiful or handsome face and figure go just so far. And so my question is, what is it about you that you would like people to see when they meet you: Your humor Your kindness Your positive outlook Your sense of compassion Your values Can you add any particular qualities and characteristics that have given you the face you deserve?
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Alphabet Soup

MOST PEOPLE ON Medicare report that they’re very satisfied with their health care coverage—but the program is undoubtedly complicated. There’s an alphabet soup of plans, coverage choices, premium levels and enrollment rules. While it’s easy to be flummoxed by the ins and outs of Medicare, think of it as “eating an elephant.” The only way to start is one bite at a time. Learn the basics first—by deciding whether you want original Medicare or Medicare Advantage. Original Medicare has these parts: Part A is for aggravation and Part B is for bureaucracy. Meanwhile, C is for confusion, better known as Medicare Advantage—which seems to have lots of disadvantages. And then we come to D, for the donut hole. What happens when you come to the donut hole? Are the donuts glazed? Or do they have sprinkles? Just who is responsible for this incomprehensible concept? It had me crying in my alphabet soup. Got the basics down? If you decide on original Medicare, you may wish to add a Medigap supplemental insurance plan, which involves a dizzying array of standardized plan options with more alphabet designations and varying degrees of coverage. I’ll make it easy for you, and save you the hassle of figuring out the whole Medigap alphabet. You won’t even have to read the Medicare for Dummies book. Plan F exists, but it’s not open to new enrollees. Plans G and N are the most popular, with plan G being the most comprehensive. Plan N has co-pays which can easily add up and surpass what you think you might be saving in premiums. Pick your poison and try not to pull out too much hair. It’s also easy to confuse the Medicare parts with the Medigap plans, as well as the premiums with the deductibles and co-pays. Just when you think you have a reasonable grasp of the whole shebang, you have to deal with all the companies that are providers of the various plans, each one saying they’re better than the others. If you’re new to Medicare, your mailbox will be flooded with offers. This will happen automatically once you near the magical Medicare age of 65. If you have decided on original Medicare, just pitch all the Medicare Advantage offers. If you decide on Medicare Advantage, you’ll need to navigate all the competing possibilities—in my area, there are 35 major carriers offering Medicare Advantage plans—but at least you can toss all the Medigap plan offers. Apologies to those who thought this article was a comprehensive guide through the Medicare maze, especially to our editor who prefers articles giving more detailed information. But I leave that to other HumbleDollar contributors, who have handled that task more admirably than I could. Start slowly. Gather information. It’ll all fall into place eventually, preferably before Medicare madness sets in. As for me, I’m an information junkie, but writing about Medicare is giving me a headache. I think I need a donut.
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A Living Tribute

I have always thought that words matter.  To this end, I have followed a few financial writers whom I have admired, and whose advice I trust.  Each one has a singular quality:  one was a brilliant market  analyst, one had an uncommon knowledge of investing, and another a well known market strategist.  All were trusted providers of market analysis to the world’s  most well known institutional investors. I found one person who is the whole package.  He is Jonathan Clements. Among his writing talents, Jonathan can untangle unnecessary words, pompous frills and unnecessary jargon.  He has the ability to strip every sentence to its cleanest components.  Not a word is wasted. Jonathan has the uncanny ability to distill complex thoughts and ideas and break them down in a clear, simple way. Clear thinking becomes clear writing.  And In his creativity, he continues to find new ways to convey endless information. So many writers have a style I call herky-jerky. Their thoughts may be interesting and worthy of our attention—but there is a disconnect in their delivery.  A hallmark of Jonathan’s writing is a quality I long to possess—his ability to smoothly connect his thoughts. In addition to his financial writing, Jonathan is capable of writing about human nature, with all of its foibles, and flaws, often connecting folks financial idiosyncrasies with their quirky characteristics.  He manages to make sense of it all with his contemplative reflections. Some of the best gifts of words are ones we can share with the person we honor while they’re still alive.  Thanks, Jonathan,—Clarity, simplicity and humanity are the hallmarks of your writing.  Of Equal importance, your compassionate and humble nature. I hope you have many more years to share your talents with us, enjoy your family, and eat heaps of French fries.
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Not Quite Magic

THEY SAY THAT TAKING a cruise is a poor man’s idea of a rich man’s vacation. As an unsophisticated traveler, all I knew of cruises were the glowing reports I heard from others who had taken them—and the romanticized versions I saw in the movies.  My aspirations were based on a movie I saw starring Doris Day, Romance on the High Seas. It’s about a glamorous, adventurous and romantic cruise with beautifully dressed people, exotic locales, lively music and the beguiling sea. Doris Day sang, “It’s Magic.” All in glorious Technicolor. In our younger years, my husband and I had a lot of caregiving responsibilities, so I put my dreams of vacations aside. But with those years behind us, I began to dream again of going on a cruise. My husband wouldn’t budge. Did I forget to mention he’s an inveterate homebody? One day, I decided it was now or never. I marched over to our local AAA store and gathered information. I chose a cruise to the New England states and Nova Scotia during the fall, when I could also enjoy the scenic foliage during my favorite time of year. Having never ventured too far from home on my own, I was somewhat apprehensive about traveling alone. But as luck would have it, a friend agreed to go with me. As she’s a veteran cruiser, it seemed an ideal situation. I bought some spiffy new outfits and I was off. My enthusiasm was quickly derailed. Not long into the cruise, I got seasick, despite taking precautions and proper medication. Not long after that, I caught a nasty cold. I also hadn’t taken into account that the quiet life at home was at odds with my new schedule. In my desire to get the most out of my vacation, I wanted to fully embrace everything. I just didn’t pace myself. I was up and at ‘em early every day, never a moment’s rest. By the time we got to Nova Scotia, I was sick and exhausted but fiercely determined to enjoy the tour—even if it killed me. All I remember is a lot of pine trees viewed from a bus. I then dozed off from lack of sleep, helped by the drone of the guide’s voice and the motion of the bus. To top it off, the bus stopped at a flea market, where we had to stay until it was time to get back on the bus. What? How mundane and humdrum—I could visit flea markets at home. I wanted to see more of Nova Scotia. I was disappointed with most of the tours, especially the one in Bar Harbor, Maine. I had always wanted to see Acadia National Park and learn more about it. I love nature and being outside. But the guide was obsessed with birds. Every 10 minutes, he would stop the tour, pull out poster photos of various birds, and begin a stifling lecture on the habits and distinctions of each. To say he was “for the birds” is putting it mildly—and the pun is intended. Finally, a spunky little woman in the tour group—who shall remain nameless—let him know, in a nice way, that she had paid for a guided tour, not a course in ornithology. He then sullenly relented and the other tour members thanked her for speaking up. [xyz-ihs snippet="Mobile-Subscribe"] The Boston tour was a little more enjoyable. It’s a clean city, not too much walking, and historically interesting. The guide was a good speaker and knowledgeable, except he just had to get into politics. He started inoffensively by talking about the Kennedys and their close ties to Boston. But he segued from there into his own political beliefs. Shades of Doonesbury—but he wasn’t a humorist or even a satirist. Heaven help us, he was an extremist. When we got to Newport, Rhode Island, it was raining. I decided to forgo a tour, as I’d previously seen the sumptuous mansions of the ultrarich. I just idly passed the time visiting a few shops, not wanting to stray too far from the ship. By this time, I’d had it with the guided tours. I think the savvier cruisers booked early and chose the better tours. I will say the food on board was good and plentiful. But because of my cold, I lost my sense of taste for a few days, much to my disappointment. The evening entertainment was pleasant, but nothing unforgettable. One night there was a singing group who sang a medley of songs from Jersey Boys, the Broadway show that’s a musical biography of The Four Seasons, the rock-and-roll doo-wop band. To my surprise, one of the singers in the group—a handsome young man—came into the audience and invited me to dance with him to Frankie Valli’s hit, “My Eyes Adored You,” a poignant song about unrequited love. We danced the whole number with the spotlights on us. Did I just have my 15 minutes of fame? Despite the dance, my overall experience didn’t meet my expectations, which were probably too fanciful. There’s a wide gulf between aspirations and reality, but I was glad I had my vacation. I would have always wondered what I’d missed if I hadn’t gone. Besides, I did have a few magic moments and the satisfaction of realizing my dream of a “Doris Day cruise”—even if it wasn’t quite as dreamy as I imagined. Marjorie Kondrack loves music, dancing and the arts, and is a former amateur ice dancer accredited by the United States Figure Skating Association. In retirement, she worked for eight years as a tax preparer for the IRS’s VITA and TCE programs. Check out Marjorie's earlier articles. [xyz-ihs snippet="Donate"]
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Care Money Can’t Buy

FULL OF PROMISES AND plans, we start retirement in our 60s. It surprises me when people reach age 65 and say, “I don’t feel old.” That’s because, at 65, we aren’t. We’re still in our go-go years. We still have the time and energy to conquer the world, visit new places, experience new adventures. The 70s, by contrast, are the slow-go years. Maybe we need replacement parts, to slather on Bengay, to load up on Advil. We’re still good to go—just a little more carefully and maybe not as often. As people inch towards their 80s, most of us enter the no-go years. We don’t go out as much. We might head out for the “early bird” special, come home and watch the evening news, and go to bed early. The world tends to close in on us as we experience loss in many different ways. And contrary to what others say, bird watching is not that riveting—and not how I want to spend my no-go years. Instead, my preferred remedy is friends, if only because your family can sometimes drive you crazy or, worse still, decide they don’t even like you. Here's a snapshot of my friends, in no particular order of importance: Cindy and Tom. Last Thanksgiving, they visited, ladened with a home-cooked feast fit for a king’s table. Tom has the most cheerful countenance of anyone I’ve ever met and is an expert on fixing anything. Wouldn’t you just love Mr. Fixit to live next door? As a bonus, Cindy is a gourmet cook. Unfortunately, they moved away from our neighborhood, but they remain like family. Nancy. Stray animals find their way to Nancy’s house and she cares for them. She could rival Martha Stewart in entertaining. Her “hen parties” are memorable and so much fun. But her most outstanding virtue is her willingness to help friends in any way possible. When health issues leave me struggling, she’ll pop over with a cooked chicken from Costco, just in time for dinner. Jeri. A woman of great faith, she’s never too busy to run an errand, take me to a doctor’s appointment and bring food treats, and she does it all willingly. Once asked if we were related, Jeri thought for a minute and then said, “She’s my sidekick.” A retired physical therapist, it’s in her nature to help others. And it runs in her family: Her daughter works with special needs children. Trish. One day, my husband answered the doorbell and there appeared a tall blonde angel with a box of bakery treats. I could almost hear the Hallelujah chorus. Trish was previously unknown to me, but heard of me through our church. When I thank her for her generosity and compassion, she always replies, “Isn’t that what we’re here for?” That, in a nutshell, is her philosophy of life: Our main purpose for being is to help others. Rita and Bill. They’re the neighbors you want to have. After a snowstorm, Bill is out there with his snowblower, digging us out. Rita never fails to ask if there’s anything we need on her shopping trips, and regularly checks to see how we’re doing. Alas, they’re moving to their retirement home at the Jersey Shore. But Rita reminds us she’s only a phone call away. Jill and Chuck. Jill is a distant cousin. She’s a retired librarian, living in the south. She’s also an historian who chronicles our family genealogy. Jill’s been a staunch supporter of my writing. To hear her praises, you’d think I wrote the great American novel instead of a few humble posts. We have a lot in common—our love of learning and family connection. Her husband Chuck is a font of information, as well as my go-to guy for tech support. Our friends are all younger and, fortunately for us, in better health and more capable than we are. They fill the void of departed family and friends we’ve lost to the passage of time. In our long-term-care plan, we never counted on the kindness of friends and neighbors. We’re careful not to impose on the goodwill of others, but the help they cheerfully give us has been an amazing blessing. Friends are an integral part of the tapestry of life. Give them the care and attention they so richly deserve. Marjorie Kondrack loves music, dancing and the arts, and is a former amateur ice dancer accredited by the United States Figure Skating Association. In retirement, she worked for eight years as a tax preparer for the IRS’s VITA and TCE programs. Check out Marjorie's earlier articles. [xyz-ihs snippet="Donate"]
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A Diamond Wedding Anniversary

I wore a gown of Chantilly lace—the sun caught the sparkles in my bridal headdress. My husband was resplendent in his tuxedo—the sun was shining on a beautiful April morning —Our wedding day, 60 years ago, April, 1965. While The choice of a spouse is among the most important decisions most people ever make,  it’s a choice that comes with no guarantees of long term happiness.  That said, we all have an ideal vision of the person we would like to marry.  But once that exciting someone comes along all previous expectations vanish. Rich and I are as different as two people can be but sometimes that difference can be a powerful attraction.  We saw in each other the deep and abiding life values that were rooted in our faith and personal beliefs.  It’s  been our strongest bond, giving us a solid foundation to become united in every way possible.  We simply stood the test of time in a deeply committed relationship and we’re so grateful to still have each other. In the lyrics from “They Say it’s Wonderful”  these words still set my heart aglow: “To hold a man in your arms is wonderful, wonderful… in every way… so they say.. —from the musical “Annie Get Your Gun.”
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