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Before Someone Else Decides

"We spent two weeks in Greece a couple of years ago. I highly recommend seeing the Peloponnese peninsula which contains Nafplion/Naflio (towns are often spelled several ways) which was the original capital of Greece and nearby Mycenae, as well as Olympia which obviously is the origin of the Olympics, and a great little town. For an island we visited Idra/Hydra which is a small island with no vehicles a couple of hours by high speed ferry from Athens transportation which is really not necessary as it is a very walkable island is only donkeys. We found out about via Rick Steeves as it is his favorite Greek island."
- DavidHLancaster
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Today in Financial History

"J, you have accomplished the most difficult part of the dilemma, which in my opinion, is finding that trustworthy and successful needle in the haystack."
- DAN SMITH
Read more »

Taking a Loss?

"Steve, I'm going to put my ignorance on display. I was unaware of target date bond funds (until now). They actually have a fixed expiration date! Your yield is nearly 1% better than my CD LADDER. Amazing."
- DAN SMITH
Read more »

Beware the CFP Designation?

"My state allows a Professional Engineer (PE) to move their license to inactive status to eliminate continuing education (CE) requirements but continues to charge the current $280 every two year license. Each state and controlling board may also have their own rules to reactivate your license by completing a certain level of CE in lieu of having to retake the exam, you are just not allowed to do any paid professional work after your license is changed to inactive status. The benefit to me for going inactive when I stopped professional work as a CPA is I remain in my professional society and enjoy seeing old colleagues at the local chapter monthly meeting. In the event I should ever want to do paid work again I would just need to complete a specified amount appropriate CE. The dozen or so lunches I get each year at the chapter meetings offsets the small cost the state society charges me for an inactive status membership and helps keep me current on the matters I am still interested in. I doubt I will ever need to work for pay again and being inactive creates an easy excuse to say no on the infrequent inquiry of could I help out during tax season."
- William Perry
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Inflation, prices, COLAs, retirement and the last 16 years

"I had a government employee who was a 1040 tax client back in 1984 when an earlier law change occurred that mandated all members of congress pay into the social system. See SS historical FAQ #5."
- William Perry
Read more »

Subconscious Frugality

"I applaud the cost-effectiveness of the course's double-nine concept! ... One reason I stopped even my rare rounds decades ago was that I had spent too much time searching in vain for the balls I sprayed all over the hilly courses."
- Joe Kiefer
Read more »

$400,000 Mistake

BOB MADE A very expensive tax mistake. Doctors told Bob that he only has a year to live… What did Bob do?

He decided to gift a house to his only son before passing away. The house is worth $2,000,000 that he bought back in 1970 for $50,000 in an expensive suburb of California.

The son decided to sell the house and paid about $430,000 in federal taxes.

$430,000 that could have been $0 instead…

How?

When you gift a property to someone, they receive a "carryover basis." It basically means the same price the original owner purchased it for.

The basis of that house was $50,000, so the son had to pay capital gains tax on the difference between the $2 million sale price and the basis, at rates reaching up to 23.8% on the top portion of the gain. But this is where a step-up in basis could come into play.

Assets such as a house or shares held in a brokerage account, when owned inside an estate rather than an irrevocable trust, receive a step-up in basis to their fair market value (FMV) at the time of the decedent's death, per IRC Section 1014. In our case, if Bob held that house in his own name, passed away, and his son received the house, he would've gotten a step-up in basis to the current value, or $2M.

At the time of the sale, if sold for $2M, he would pay $0 in federal taxes, though state tax might still apply. That's about $430,000 of "savings."

"But who cares, Bob is dead anyways?"

While true, many parents still want to make sure their children don't have to pay half a million in taxes. They want their children to enjoy the fruits of their hard labor.

Specifics

The step-up in basis can be a bit nuanced, depending on how the assets are held and titled.

First, the step-up in basis typically adjusts to the market value, unless an election is made to use the value six months after the date of death, subject to certain rules.

The step-up in basis also doesn't apply to assets held in an irrevocable trust , though we will cover some strategies for that later, or to assets held in qualified retirement accounts, such as IRAs and 401(k)s.

In a community property state (Arizona, California, Idaho, Louisiana, Nevada, New Mexico, Texas, Washington, and Wisconsin), the basis steps up whenever a spouse dies. You will typically need to complete a form to receive this step-up in a brokerage account. 

For assets held in joint tenancy, the step-up applies only to the deceased partner's share. For example, Bob and Jenice have a house worth $300,000 with a $50,000 basis. After Bob passes away, Jenice will have a $175,000 basis in the house, calculated as ($300,000 minus $50,000) divided by two, plus $50,000.

There are also two additional things to keep in mind:

1. Living on the right assets

Bob, age 75, has two accounts: a traditional 401(k) worth $500,000 and a brokerage account worth $500,000. Bob's diagnosis isn't good.

From a tax-planning perspective, it might make a lot more sense to withdraw, say, $50,000 a year from the 401(k) to live on, $20,000 of which would be required minimum distributions (RMDs), and pass down the brokerage account to his beneficiaries.

This is because the brokerage account likely has a lot of gains. Bob bought many stocks in his 30s and 40s that could be stepped up now. But a more in-depth analysis might be needed if Bob has a lot of income and is in a high marginal tax bracket.

2. Selling the right lots

Say Bob has a $500,000 brokerage account. Some of the stock purchases have a low basis, meaning a lot of capital gains, and some have a high basis, meaning fewer capital gains.

It's best to sell the high-basis stocks, which come with a lower capital gains tax, and pass down the low-basis stocks to the beneficiaries.

Planning matters. These mistakes can cost thousands of dollars in unnecessary taxes. As always, make sure to consult a licensed CPA or estate attorney with your unique circumstances.

 

Bogdan Sheremeta is a licensed CPA based in Illinois with experience at Deloitte and a Fortune 200 multinational.  
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Social Security

AT FIRST GLANCE, Social Security appears straightforward. During our working years, we pay into it, and in retirement, it sends us a monthly check, guaranteed for life. Unfortunately, it isn’t always so simple. Below are five aspects of the system that are frequently misunderstood. Benefits estimates. Look at a Social Security statement, and an easy-to-read chart provides estimates of the benefits available at various ages. The heading above the chart reads, “Personalized Monthly Retirement Benefit Estimates Depending on the Age You Start.” That seems clear. But there’s a caveat that can make the chart misleading. Off to the side, there’s a further explanation that reads: “These personalized estimates are based on your earnings to date and assume you continue to earn [your most recently reported salary] per year until you start your benefits.” The numbers shown, in other words, are not guaranteed.  Why would the statements be presented this way? It’s because the Social Security Administration can’t predict when any given person will stop working, so for simplicity of presentation, it assumes that someone will continue working and continue earning the same income each year into the future and will then retire and immediately claim benefits. For most people, this isn’t how it works out, but Social Security has no way to know what each person will choose. That’s why benefits statements shouldn’t be taken at face value. How can you forecast your actual benefit? Fortunately, Social Security’s website provides a calculator that allows custom calculations based on actual retirement expectations. Continuing to work. Some people worry that there would be a negative impact if they chose to continue working after claiming Social Security. This concern isn’t totally unfounded. It’s known as the Social Security earnings test, but there are some details to be aware of. First, the earnings test doesn’t apply after a worker reaches Full Retirement Age. And second, to the extent that benefits are reduced in the years before FRA, Social Security will add back those amounts to future checks. So working while on Social Security shouldn’t be viewed as so problematic. Maximum benefit. All things being equal, Social Security retirement benefits increase with each year that you wait, up until age 70. This is broadly understood. The problem, though, is that oftentimes people view it almost as a rule to wait until 70, but that isn’t always the best choice. For married couples, especially where one spouse has accumulated a larger benefit, there are two reasons why one spouse might claim earlier than 70. The first relates to what’s known as the spousal benefit. This is a feature that originated in the days when more families had just one working spouse, and it provides a benefit to spouses who haven’t worked the requisite 10 years to earn a benefit. In general, the spousal benefit is equal to half of the higher-earning spouse’s benefit at their Full Retirement Age (FRA), which is now age 67 for most people. The only requirement is that the lower-earning spouse can’t start benefits until the higher-earning spouse has started his or her own benefit. The spousal benefit is terrific, but a commonly misunderstood limitation is that—unlike a worker’s own benefit—it doesn’t continue to increase each year until age 70. It hits a maximum at the spouse’s FRA. For that reason, it’s important for a spouse to not delay beyond that point.  Even when both spouses have accrued their own benefits, it often makes sense for the spouse with the smaller benefit to claim somewhat earlier than 70. To understand why, we need to look at it from the perspective of the higher earning spouse’s benefit. Because that benefit would also be available to the lower-earning spouse in the form of a survivor’s benefit (discussed further below), that larger benefit will be available to either spouse as long as either is living. The smaller benefit, on the other hand, has value only while both spouses are living. And while it’s unfortunate to say, that is statistically less likely. For that reason, I generally recommend that the lower-earning spouse claim at, or around, Full Retirement Age. When to claim. In most conversations about Social Security, people tend to talk about claiming decisions in round numbers—claiming at 67 or 68, for example. The reality, though, is that you can claim at any time between ages 62 and 70. You don’t need to wait for your birthday, and the benefit simply increases by a bit for each month that you wait. I find this helpful because it allows flexibility in how we think about claiming. Not sure whether to start at 67 or 68? You can easily split the difference. Survivor benefits. To understand how the survivor benefit works, imagine a married couple, Joe and Jane. Joe’s benefit is $5,000 per month, and Jane’s is $4,000. Now suppose that Joe passes away. At that point, Jane wouldn’t be able to claim the combined total of $9,000. However, she could claim a survivor’s benefit that would increase her monthly check from $4,000 to $5,000, matching what Joe was receiving. That’s the simplest case, but the survivor benefit decision is often more complicated because it also depends on the age of the survivor. Survivor benefits can be claimed as early as age 60, and that can be helpful in certain situations, but there’s also a penalty for claiming too early. Benefits can be reduced by nearly 30%. In other words, and importantly, Jane wouldn’t automatically be entitled to $5,000 just because that was what Joe was receiving. When would Jane be able to claim the full $5,000? For this determination, Social Security uses a yardstick known as the Full Retirement Age for Survivors. This isn’t exactly the same as the standard FRA, but it’s close. (Social Security provides a calculator to look it up.) What might this look like in practice? Suppose Jane were a year shy of the FRA for survivors at the time that Joe died. In this case, Jane would have a choice. She could claim her survivor’s benefit at that time, but her total check would come out to somewhat less than $5,000. Fortunately, Social Security doesn’t automatically turn on survivor benefits when a spouse dies, thus providing survivors more control. In Jane’s case, she might continue with her own benefit of $4,000 per month for one more year. Then, once she became eligible for 100% of the survivor’s benefit, she could claim the full $1,000 to reach $5,000.   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.
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How Did You Find Paid Work After Retiring from Your Primary Career?

"I’ve done a lot of jobs since my official “retirement “ 15 years ago at age 57 due to a layoff. Fortunately I was fully vested in my union pension. Moved from California to Colorado, got my CDL and drove a gas truck for 6 years. Did a lot of very scenic (and sometimes scary) mountain driving. My wife tired of the cold winters, so we reretired, sold the house, bought a motorhome and started traveling. Found a company that paid us to travel doing gas line surveying across country. Did that for about 4 years and settled down near my oldest son to be near grandkids. To keep from being bored, I drove a school bus for 2 years. Now I only drive for overnight and longer field trips because they pay me for every hour I’m away from home. So it’s been a very gradual transition to fully retired."
- Mike Wyant
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What I Retired To

"Thank you for sharing your story. It sounds as though you truly found your calling in medicine, and there’s no greater compliment than hearing from patients that you made a difference in their lives. I was struck by your comment that it wasn’t the work itself that led you to retire, but everything around it that changed. Sadly, I suspect many professionals have reached that same conclusion. It also sounds as though you’ve carried your love of learning into retirement through your reading, volunteering and staying engaged. I only wish there were an easier way for experienced physicians like you to continue helping others in a volunteer capacity. There is still so much wisdom to share."
- Andrew Clements
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Value of Waiting

I WAS THINKING ABOUT Jonathan the other day on my morning walk, which happens more often than you might think. It’s hard not to think about him when you have HumbleDollar coasters in your living room and a HumbleDollar shopping bag in your car that you use for groceries. My wife confiscated the HumbleDollar cup I had been using for my morning tea, and it now has a new home in our bathroom holding her toothbrush and toothpaste. There’s even an apron somewhere in the house that Jonathan once sent to all the writers. Ever since I started writing for HumbleDollar in 2017, Jonathan has influenced my retirement. I now own the Vanguard Total World Stock Index Fund (symbol: VT) in my investment portfolio because of his recommendation. He liked it for its “broad global diversification in one low-cost fund that covers virtually all publicly traded companies worldwide.” It struck me as a good way to simplify our holdings. I didn’t just borrow some of Jonathan’s investment ideas; I also borrowed some of his words he used when editing my articles. I began peppering my writing with words like fret, upshot, and folks. He once told me, “While your grammar is occasionally a bit dodgy, you have a great ear for language.” I was too embarrassed to ask him what he meant by a “great ear for language.” When I retired, I never imagined that writing for HumbleDollar would become such a big part of my retirement, and I’m grateful to Jonathan for that. I also didn’t think my retirement would be so fluid. I pictured something far more stable: remaining single, living in a one-bedroom condo, and fending for myself. My life now is different. I’m married and live in a three-bedroom home in another city. One of the biggest changes, however, has nothing to do with geography. It has to do with money—specifically, how financial decisions change when there are two people instead of one. I learned that lesson early in our marriage. We got married in August 2020. That December, I woke up one morning and saw blood in my urine. I went to an urologist who ran a series of tests, but it took about a month to determine the cause.   During that time, I decided to consolidate our remaining investment holdings to make things easier for Rachel to manage in case something happened to me. Most of our money was already at Vanguard, except for a 401(k) from my former employer that was invested in a stable value fund. It still held a significant balance. Without much hesitation, I moved it into a bond fund at Vanguard. Not too long afterward, the bond market nosedived. The fund performed poorly—especially compared to the stable value fund the money had been in. The upshot: I panicked—and paid for it. It wasn’t a good time to make a financial decision while I was under stress. Some of the worst money moves happen when emotions are running high—selling stocks at the bottom of a bear market or rushing to act after an unexpected windfall. More often than not, it’s better to wait until you’re clearheaded before making a decision. At the time, I was also fretting about whether Rachel would qualify for my Social Security benefit, which is much larger than hers. You have to be married for at least nine months. I found myself counting off the days. Another financial decision became more complicated simply because we were now a couple: what to do with the three properties we owned—my condo, Rachel’s house, and the house I had inherited. Neither of us wanted to be landlords at this stage of our lives. We were excited about getting married and starting a new life together. I decided to sell my condo during the pandemic, which wasn’t easy. Rather than wait, I accepted an offer of $380,000—$43,000 below the asking price. Rachel decided to wait and rent out her house for two years. She didn’t get caught up in the excitement or rush into selling. As it turned out, that patience paid off. When the for-sale sign finally went up, I would stop by the house to water the yard and rake the falling leaves. One day, a real estate agent and his client were there looking at the property. They kept asking me whether the price listed on the brochure was correct. Rachel’s agent had intentionally priced the house at the lower end of the range in hopes of creating a bidding war. I told them they would have to talk to my wife and her agent because it wasn’t my house. The agent asked how long we had been married. When I told him two years, he nodded and said, “I get it. She wanted to wait until she was sure about the marriage before selling the house.” Rachel laughed when I told her what he said. She wasn’t waiting to see if the marriage would work. She waited because selling a house is a major financial decision, and she didn’t see any reason to rush it. Two years later, the timing turned out to be just right. The market had improved and the strategy worked exactly as planned. There were multiple offers, and the final sale price was well above what it would have been earlier. At the time my wife sold her house, Zillow’s estimated price of my condo was $484,000—$104,000 more than I received. I don’t really know why I was in such a rush to sell. Maybe it had something to do with the pandemic, my mother’s recent death, my sister and brother-in-law moving out of state, or the stress of renovating our new house. It was an emotional time for me, and I was probably searching for some stability in my life. What I’ve learned—both from Jonathan and from being married—is that good financial decisions usually come from patience, not urgency. When I feel anxious or pressured to act, I’m more likely to make a mistake. When I slow down, think things through, and listen—especially to my wife—the outcome is usually better. Managing money well isn’t about always making the right move. It’s about avoiding the wrong ones—and knowing when to wait.  Dennis Friedman retired from Boeing Satellite Systems after a 30-year career in manufacturing. Born in Ohio, Dennis is a California transplant with a bachelor’s degree in history and an MBA. A self-described “humble investor,” he likes reading historical novels and about personal finance. Follow Dennis on X @DMFrie and check out his earlier articles.
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Before Someone Else Decides

"We spent two weeks in Greece a couple of years ago. I highly recommend seeing the Peloponnese peninsula which contains Nafplion/Naflio (towns are often spelled several ways) which was the original capital of Greece and nearby Mycenae, as well as Olympia which obviously is the origin of the Olympics, and a great little town. For an island we visited Idra/Hydra which is a small island with no vehicles a couple of hours by high speed ferry from Athens transportation which is really not necessary as it is a very walkable island is only donkeys. We found out about via Rick Steeves as it is his favorite Greek island."
- DavidHLancaster
Read more »

Today in Financial History

"J, you have accomplished the most difficult part of the dilemma, which in my opinion, is finding that trustworthy and successful needle in the haystack."
- DAN SMITH
Read more »

Taking a Loss?

"Steve, I'm going to put my ignorance on display. I was unaware of target date bond funds (until now). They actually have a fixed expiration date! Your yield is nearly 1% better than my CD LADDER. Amazing."
- DAN SMITH
Read more »

Beware the CFP Designation?

"My state allows a Professional Engineer (PE) to move their license to inactive status to eliminate continuing education (CE) requirements but continues to charge the current $280 every two year license. Each state and controlling board may also have their own rules to reactivate your license by completing a certain level of CE in lieu of having to retake the exam, you are just not allowed to do any paid professional work after your license is changed to inactive status. The benefit to me for going inactive when I stopped professional work as a CPA is I remain in my professional society and enjoy seeing old colleagues at the local chapter monthly meeting. In the event I should ever want to do paid work again I would just need to complete a specified amount appropriate CE. The dozen or so lunches I get each year at the chapter meetings offsets the small cost the state society charges me for an inactive status membership and helps keep me current on the matters I am still interested in. I doubt I will ever need to work for pay again and being inactive creates an easy excuse to say no on the infrequent inquiry of could I help out during tax season."
- William Perry
Read more »

Inflation, prices, COLAs, retirement and the last 16 years

"I had a government employee who was a 1040 tax client back in 1984 when an earlier law change occurred that mandated all members of congress pay into the social system. See SS historical FAQ #5."
- William Perry
Read more »

Subconscious Frugality

"I applaud the cost-effectiveness of the course's double-nine concept! ... One reason I stopped even my rare rounds decades ago was that I had spent too much time searching in vain for the balls I sprayed all over the hilly courses."
- Joe Kiefer
Read more »

$400,000 Mistake

BOB MADE A very expensive tax mistake. Doctors told Bob that he only has a year to live… What did Bob do?

He decided to gift a house to his only son before passing away. The house is worth $2,000,000 that he bought back in 1970 for $50,000 in an expensive suburb of California.

The son decided to sell the house and paid about $430,000 in federal taxes.

$430,000 that could have been $0 instead…

How?

When you gift a property to someone, they receive a "carryover basis." It basically means the same price the original owner purchased it for.

The basis of that house was $50,000, so the son had to pay capital gains tax on the difference between the $2 million sale price and the basis, at rates reaching up to 23.8% on the top portion of the gain. But this is where a step-up in basis could come into play.

Assets such as a house or shares held in a brokerage account, when owned inside an estate rather than an irrevocable trust, receive a step-up in basis to their fair market value (FMV) at the time of the decedent's death, per IRC Section 1014. In our case, if Bob held that house in his own name, passed away, and his son received the house, he would've gotten a step-up in basis to the current value, or $2M.

At the time of the sale, if sold for $2M, he would pay $0 in federal taxes, though state tax might still apply. That's about $430,000 of "savings."

"But who cares, Bob is dead anyways?"

While true, many parents still want to make sure their children don't have to pay half a million in taxes. They want their children to enjoy the fruits of their hard labor.

Specifics

The step-up in basis can be a bit nuanced, depending on how the assets are held and titled.

First, the step-up in basis typically adjusts to the market value, unless an election is made to use the value six months after the date of death, subject to certain rules.

The step-up in basis also doesn't apply to assets held in an irrevocable trust , though we will cover some strategies for that later, or to assets held in qualified retirement accounts, such as IRAs and 401(k)s.

In a community property state (Arizona, California, Idaho, Louisiana, Nevada, New Mexico, Texas, Washington, and Wisconsin), the basis steps up whenever a spouse dies. You will typically need to complete a form to receive this step-up in a brokerage account. 

For assets held in joint tenancy, the step-up applies only to the deceased partner's share. For example, Bob and Jenice have a house worth $300,000 with a $50,000 basis. After Bob passes away, Jenice will have a $175,000 basis in the house, calculated as ($300,000 minus $50,000) divided by two, plus $50,000.

There are also two additional things to keep in mind:

1. Living on the right assets

Bob, age 75, has two accounts: a traditional 401(k) worth $500,000 and a brokerage account worth $500,000. Bob's diagnosis isn't good.

From a tax-planning perspective, it might make a lot more sense to withdraw, say, $50,000 a year from the 401(k) to live on, $20,000 of which would be required minimum distributions (RMDs), and pass down the brokerage account to his beneficiaries.

This is because the brokerage account likely has a lot of gains. Bob bought many stocks in his 30s and 40s that could be stepped up now. But a more in-depth analysis might be needed if Bob has a lot of income and is in a high marginal tax bracket.

2. Selling the right lots

Say Bob has a $500,000 brokerage account. Some of the stock purchases have a low basis, meaning a lot of capital gains, and some have a high basis, meaning fewer capital gains.

It's best to sell the high-basis stocks, which come with a lower capital gains tax, and pass down the low-basis stocks to the beneficiaries.

Planning matters. These mistakes can cost thousands of dollars in unnecessary taxes. As always, make sure to consult a licensed CPA or estate attorney with your unique circumstances.

 

Bogdan Sheremeta is a licensed CPA based in Illinois with experience at Deloitte and a Fortune 200 multinational.  
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Social Security

AT FIRST GLANCE, Social Security appears straightforward. During our working years, we pay into it, and in retirement, it sends us a monthly check, guaranteed for life. Unfortunately, it isn’t always so simple. Below are five aspects of the system that are frequently misunderstood. Benefits estimates. Look at a Social Security statement, and an easy-to-read chart provides estimates of the benefits available at various ages. The heading above the chart reads, “Personalized Monthly Retirement Benefit Estimates Depending on the Age You Start.” That seems clear. But there’s a caveat that can make the chart misleading. Off to the side, there’s a further explanation that reads: “These personalized estimates are based on your earnings to date and assume you continue to earn [your most recently reported salary] per year until you start your benefits.” The numbers shown, in other words, are not guaranteed.  Why would the statements be presented this way? It’s because the Social Security Administration can’t predict when any given person will stop working, so for simplicity of presentation, it assumes that someone will continue working and continue earning the same income each year into the future and will then retire and immediately claim benefits. For most people, this isn’t how it works out, but Social Security has no way to know what each person will choose. That’s why benefits statements shouldn’t be taken at face value. How can you forecast your actual benefit? Fortunately, Social Security’s website provides a calculator that allows custom calculations based on actual retirement expectations. Continuing to work. Some people worry that there would be a negative impact if they chose to continue working after claiming Social Security. This concern isn’t totally unfounded. It’s known as the Social Security earnings test, but there are some details to be aware of. First, the earnings test doesn’t apply after a worker reaches Full Retirement Age. And second, to the extent that benefits are reduced in the years before FRA, Social Security will add back those amounts to future checks. So working while on Social Security shouldn’t be viewed as so problematic. Maximum benefit. All things being equal, Social Security retirement benefits increase with each year that you wait, up until age 70. This is broadly understood. The problem, though, is that oftentimes people view it almost as a rule to wait until 70, but that isn’t always the best choice. For married couples, especially where one spouse has accumulated a larger benefit, there are two reasons why one spouse might claim earlier than 70. The first relates to what’s known as the spousal benefit. This is a feature that originated in the days when more families had just one working spouse, and it provides a benefit to spouses who haven’t worked the requisite 10 years to earn a benefit. In general, the spousal benefit is equal to half of the higher-earning spouse’s benefit at their Full Retirement Age (FRA), which is now age 67 for most people. The only requirement is that the lower-earning spouse can’t start benefits until the higher-earning spouse has started his or her own benefit. The spousal benefit is terrific, but a commonly misunderstood limitation is that—unlike a worker’s own benefit—it doesn’t continue to increase each year until age 70. It hits a maximum at the spouse’s FRA. For that reason, it’s important for a spouse to not delay beyond that point.  Even when both spouses have accrued their own benefits, it often makes sense for the spouse with the smaller benefit to claim somewhat earlier than 70. To understand why, we need to look at it from the perspective of the higher earning spouse’s benefit. Because that benefit would also be available to the lower-earning spouse in the form of a survivor’s benefit (discussed further below), that larger benefit will be available to either spouse as long as either is living. The smaller benefit, on the other hand, has value only while both spouses are living. And while it’s unfortunate to say, that is statistically less likely. For that reason, I generally recommend that the lower-earning spouse claim at, or around, Full Retirement Age. When to claim. In most conversations about Social Security, people tend to talk about claiming decisions in round numbers—claiming at 67 or 68, for example. The reality, though, is that you can claim at any time between ages 62 and 70. You don’t need to wait for your birthday, and the benefit simply increases by a bit for each month that you wait. I find this helpful because it allows flexibility in how we think about claiming. Not sure whether to start at 67 or 68? You can easily split the difference. Survivor benefits. To understand how the survivor benefit works, imagine a married couple, Joe and Jane. Joe’s benefit is $5,000 per month, and Jane’s is $4,000. Now suppose that Joe passes away. At that point, Jane wouldn’t be able to claim the combined total of $9,000. However, she could claim a survivor’s benefit that would increase her monthly check from $4,000 to $5,000, matching what Joe was receiving. That’s the simplest case, but the survivor benefit decision is often more complicated because it also depends on the age of the survivor. Survivor benefits can be claimed as early as age 60, and that can be helpful in certain situations, but there’s also a penalty for claiming too early. Benefits can be reduced by nearly 30%. In other words, and importantly, Jane wouldn’t automatically be entitled to $5,000 just because that was what Joe was receiving. When would Jane be able to claim the full $5,000? For this determination, Social Security uses a yardstick known as the Full Retirement Age for Survivors. This isn’t exactly the same as the standard FRA, but it’s close. (Social Security provides a calculator to look it up.) What might this look like in practice? Suppose Jane were a year shy of the FRA for survivors at the time that Joe died. In this case, Jane would have a choice. She could claim her survivor’s benefit at that time, but her total check would come out to somewhat less than $5,000. Fortunately, Social Security doesn’t automatically turn on survivor benefits when a spouse dies, thus providing survivors more control. In Jane’s case, she might continue with her own benefit of $4,000 per month for one more year. Then, once she became eligible for 100% of the survivor’s benefit, she could claim the full $1,000 to reach $5,000.   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.
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How Did You Find Paid Work After Retiring from Your Primary Career?

"I’ve done a lot of jobs since my official “retirement “ 15 years ago at age 57 due to a layoff. Fortunately I was fully vested in my union pension. Moved from California to Colorado, got my CDL and drove a gas truck for 6 years. Did a lot of very scenic (and sometimes scary) mountain driving. My wife tired of the cold winters, so we reretired, sold the house, bought a motorhome and started traveling. Found a company that paid us to travel doing gas line surveying across country. Did that for about 4 years and settled down near my oldest son to be near grandkids. To keep from being bored, I drove a school bus for 2 years. Now I only drive for overnight and longer field trips because they pay me for every hour I’m away from home. So it’s been a very gradual transition to fully retired."
- Mike Wyant
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Manifesto

NO. 21: A HIGH income makes it easier to grow wealthy. But no matter how much we earn, we’ll struggle to amass a healthy nest egg—unless we learn to spend less than we earn.

think

ANCHORING. Imagine the S&P 500 is up 20% over the past year. You might balk at buying stocks, because you’re anchored on the market’s old level and feel you’re overpaying at current prices. Or imagine your neighbors sold their home two years ago for $300,000. You might be reluctant to accept less for your home, even if property prices have since fallen.

humans

NO. 30: WE underestimate the power of compounding. Most folks grasp that invested money should grow over time, while carrying credit-card debt can trigger interest charges. But studies suggest we fail to appreciate just how much our money can grow if left to compound—and just how costly our debts can be if we fail to pay them off in short order.

think

GAMBLER’S FALLACY. When the dice hasn’t come up six for a while, we think a six is more likely. Similarly, if a money manager has previously beaten the averages or a Wall Street strategist has a history of predicting the market’s direction, we assume they’ll continue to make winning calls. But what if it's random, like the dice, and these folks were just lucky?

Great debates

Manifesto

NO. 21: A HIGH income makes it easier to grow wealthy. But no matter how much we earn, we’ll struggle to amass a healthy nest egg—unless we learn to spend less than we earn.

Spotlight: Houses

Our Homes, Our Wealth: A Tale of Two Property Paths

I’m booking flights at the moment. Suzie and I are heading to the South of England to visit my brother-in-law and family in a couple of weeks’ time. They’ve just recently hit a major life milestone by purchasing their first home together, and we’re looking forward to getting a tour by the proud owners. I’m very happy for them; I’m also very happy for myself because I’m getting free accommodation by staying with them.
My brother-in-law is in his mid-forties with a wife ten years younger and has expressed nervousness at taking on such a large debt at his age,

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Reverse 1031 Exchange

Hi,
I was encouraged to post here by my cousin, and HumbleDollar columnist, Ed Marsh so here goes – I’m considering a reverse 1031 exchange.  I’d have preferred it be a straight 1031 exchange but timing hasn’t worked in my favor in that my wife and I found the replacement property unexpectedly and had not intended on selling the relinquished property so quickly.  My question is twofold.  First – can the QI take title to the relinquished property instead of the replacement property ahead of the sale of said property so that I don’t have title to both properties?

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Bankruptcies in continuing care

From the Wall Street Journal this morning: More than 1,000 families have lost a total of at least $190 million in 16 bankruptcies at continuing-care retirement communities since March 2020, according to a Wall Street Journal analysis. Chapter 11 filings rose during the pandemic period primarily because these facilities didn’t have enough new move-ins. And because of the way bankruptcy proceedings work, secured creditors get paid before residents.
I ended my online subscription to the WSJ a few months ago,

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Rent Forever?

STOCKS, BONDS, CASH—and a house owned free and clear. For many, that’s the recipe for a financially successful retirement. Our homes represent a central pillar of middle-class status. With a paid-off mortgage, we have an affordable place to spend our old age.
Yet signing up for decades of house payments has become controversial for its high opportunity cost—what you give up to pay the mortgage. Has a home mortgage, with its long, slow road to payoff,

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One Last Book

During his final months, my husband Jonathan worked tirelessly to complete his last book, Money and Me.  The book is now available for pre-order and will be released in May 2026.
What’s so special about this book?  This book features Jonathan’s best and most personal HumbleDollar articles.  The articles are curated in such a way to teach everyone about personal finance through Jonathan’s own money journey.  And sadly, his terminal cancer diagnosis is part of this journey about which he candidly writes.

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Coming Home

There’s a world where I can go
And tell my troubles to
In my room, in my room
The Beach Boys, 1963
Alberta and I just returned from what for me was a restorative and emotionally powerful two-week trip to New York. No, not because she got to see seven movies at the International Film Festival in the Hamptons or four shows in the city. But she took pictures of me standing in front of five of the commercial buildings my family owned some fifty years ago.

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Spotlight: Connor

Taking the Hit

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

I’VE BEEN KNOWN to overanalyze decisions, especially financial ones. When faced with a money question, often my first thought is to create a spreadsheet. While this brings groans from family and friends, I find them a great way to clarify my thinking and gain insights. Sometimes the resulting insights are glaringly obvious, and I get to laugh at myself. My wife and I were looking to replace her nine-year-old SUV. We had read and heard that new car inventory was the biggest problem we’d face, and boy was that right. Even tried-and-true cars that have been around for decades were tough to find. The dealer we went to had three of our desired SUV, each with a different trimline. One was the version we were interested in, but not the color we preferred. There was no negotiating on price. We test drove the model we were interested in, but took a day to decide whether we could live with the color. I called and asked for a price. The dealer sent me a link to a great website, which showed the detailed pricing, our trade-in value and final cost. The site also had several tools to allow us to investigate financing or leasing the car. We could evaluate different lease periods and mileage allowances. Based on our inputs, the site told us the monthly payment and residual car value. The residual value is the price we’d have to pay if we wanted to purchase the car at the end of the lease. I understand many people pick a car based on what they can afford per month and structure the purchase or lease accordingly. But me being me, I had to evaluate all the options to see which was the best deal. The three options I considered were: buy the…
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New Bonus Senior Deduction Impact

The recently enacted One Big Beautiful Bill Act included a number of tax provisions of interest to HumbleDollar readers. Given the emphasis on retirement planning on HumbleDollar, the new bonus Deduction for Seniors has potential to provide a significant tax savings for seniors. This has been discussed in previous posts over the last few weeks, but the details are worth a quick review.  Taxpayers who reach 65 by the last day of the tax year, starting in 2025, are eligible for a bonus $6,000 per taxpayer deduction. This bonus deduction is in addition to the existing additional deduction for seniors. For 2025 for single filers, the base standard deduction is $15,750 and the existing senior deduction is $2,000. With the bonus, a single filer (SF) 65 and over has a combined deduction of $23,750.  For married couples filing jointly (MFJ), the base is $31,500, and the existing senior deduction is $1,600 per person. With the bonus, a MFJ filer 65 and over has a combined deduction of $46,700. Per the IRS website there are a few important caveats. There are phaseouts for taxpayers filing single with modified adjusted gross income (MAGI) over $75,000, or $150,000 for married couples filing jointly. The phaseout is 6% of every dollar over the threshold. Additionally, the site indicates that married couples must file jointly to be eligible for the bonus deduction. The deduction is only in effect for the years 2025 through 2028. I thought it would be interesting to see the impact of new deduction on a few different cases. I focused on the maximum income allowed before the phaseout begins, assuming this would show the maximum benefit. I also looked at a mix of income types, including IRA withdrawals, pensions, long term capital gains (LTCG) and social security (SS) benefits. I used…
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It’s All Relatives

MY WIFE AND I JUST returned from our annual Thanksgiving vacation on North Carolina’s Outer Banks. This is a yearly outing for our immediate family, my wife’s four siblings and their families. This year we numbered 43, representing three generations of siblings, children, grandchildren, nieces and nephews, along with significant others. I wrote an article about this family tradition three years ago. It started in 1995, and has been held 25 times since. We’ve only missed two years—one because of a family wedding in California and another due to COVID-19. For the first several years, we rented a seven-bedroom house on the beach for the week. As the family has grown, so has the size of the house we rent. These past two years, we’ve rented a 27-bedroom beachfront home in Kill Devil Hills, N.C. It’s called an “event house” because it can sleep around 50 and hold a wedding or other special event with up to 100 guests. It has a heated pool, hot tub, kiddie pool, sports bar, theater room, exercise room and a catering-ready kitchen. The house is three years old and is rented about 50 weeks a year. Prime summer weeks rent for about $40,000—if you can reserve one. The Thanksgiving, Christmas and New Year’s weeks cost about $18,000 each. These figures may seem pretty pricey, but remember we’re housing 16 families for a week in a luxurious beachfront home. When you consider the number of bedrooms used and for how many nights, it works out to about $100 to $110 per night per bedroom. This compares favorably with a beachfront hotel, plus our rental includes far more amenities. In the early years, we split the cost six ways among our family, my wife’s parents and my wife’s four siblings. Since my wife’s parents died, we’ve…
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Return on Investment

MY WIFE AND I SPENT Thanksgiving on the Outer Banks of North Carolina. For 25 straight years, we’ve gathered there with my wife’s extended family to spend the week of Thanksgiving at the beach. It started with about 15 of us in 1994, all in a seven-bedroom house. Over the years, the family—and the size of the house—have grown significantly. This year, we had 39 in attendance, representing four generations. For the past five years, we have rented a 22-bedroom, 15,000-square-foot house. It has four floors, two hot tubs, a rec room and a theater room. Sounds pretty luxurious, doesn't it? But we rapidly adapt to luxury and soon find the faults. Some of the faults are real, others not so important. Next year, we expect to have 43 people, including two new members. The family is growing, so we have rented a brand new, 27-bedroom beachfront house for 2020. The floorplans look amazing and we’re all excited to experience the new house next year. As the houses have grown bigger, and more spectacular, so have the prices. When we started, the rent for the Thanksgiving week was the same as the weeks before and after. But Thanksgiving on the beach has gotten popular. Now, it is common for that week’s rent to double from the weeks before and after. Same for the week surrounding Christmas and New Year’s. Over the years, we have struggled with the increasing cost. My early data is rough, but it appears that the cost per bedroom per night has gone up from $45 to $74, figured in today’s dollars. The cost has been mostly borne by what I call the five families—my wife and me, and her four siblings and their spouses. We’ve had many discussions about the affordability and value of this annual gathering,…
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Bonding for Life

WHEN MY WIFE AND I were young, it was common to receive savings bonds for major events, such as birthdays and religious celebrations. We carried on the tradition with our two sons and we’re planning to do the same for our grandchildren. With our sons, we bought savings bonds to mark significant childhood milestones. We held on to those paper bonds for many years, and gave them to our sons when they graduated college. They appreciated the significant sum and used the money to help fund the transition from college to the working world. But one bond they each received was unexpected—and extremely meaningful. The story begins in summer 2004. My mother, who lived with us, was diagnosed with B-cell lymphoma. At first, brain surgery and aggressive chemotherapy seemed to cure her. But weeks after her last chemo treatment, the cancer came back and ravaged her brain. By December, it was clear there were no treatment options, and she chose to go on hospice care at our home. My mom was especially sad about losing the opportunity to see her nine grandchildren grow up. They spanned a wide range of ages, and she had a special relationship with each of them. At the time, our oldest son was a senior in college, and she lamented that she wouldn’t see him graduate. That reminded my wife and me of something my wife’s grandmother had done. She bought savings bonds for her great-grandchildren to commemorate religious milestones that would come later in their life. My mother-in-law held on to the bonds that her mother had bought, and then gave them with a card to each great-grandchild as the milestones occurred, which was often long after their great-grandmother had died. It was a nice way to connect them with a beloved family member.…
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