FREE NEWSLETTER

If folks thank you for reaching out and promise to circle back, you know they’ve done time in the corporate world.

Latest PostsAll Discussions »

Taking a Loss?

"Rob - What you are describing is interesting. Would you describe how your ladder was originally structured in 2017?"
- S Sevcik
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.  
Read more »

Short term and long term Social Security planning

"And it will continue to beaten to death for the simple reason that we all know its future financial stability is in jeopardy, yet so far Congress has not taken action. Which leaves all of us having to not only deal with the uncertainty of how our investments may fare, but now also the uncertainty of what we all used to assume was the one thing we could count on. Thanks for a good article and also the link to Steiner's."
- Jack Hannam
Read more »

When your 401(k) excludes target date funds

"I wonder why your employer switched from Vanguard to Empower. Somebody getting some sort of kickback or gifts under the table for switching?"
- Jack Hannam
Read more »

Yet-Another Social Security Spreadsheet Analysis on what Age to Start taking Benefits

"Thats a good point. We don't need it ourselves, but I am aware of others for whom it could be useful. As a retired physician, and unfortunately now as a consumer of healthcare myself, I second your opinion about Medicare and supplemental policy."
- Jack Hannam
Read more »

Beware the CFP Designation?

"A CFA would be top-notch, but they generally don't work with individual clients."
- Ormode
Read more »

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.
Read more »

Before Someone Else Decides

"Thanks for the suggestions! They’re exactly the kinds of things I love to do. Seems like my efforts yesterday put me on the path to some good outcomes. i meant this as a reply to David below, but learning about some different care options is also good."
- Marilyn Lavin
Read more »

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

"You’re right it was 1984. I was thinking of something else. My mistake."
- R Quinn
Read more »

Treasury Inflation Protected Securities (TIPS) are a Generational Bargain Right Now

"Howard, very good explanation about TIPs and the current “positive for investors “ auction. I did some research on Tipswatch.com (as suggested here by others) and found this very good article by David Enna explaining the benefits/ risks and workings of the current TIPS auction. I sent this to my FA who I have a call with this week to discuss if it might be appropriate for our portfolio. thanks again. https://tipswatch.com/2026/07/23/10-year-tips-auction-gets-real-yield-of-2-438-a-great-result-for-investors/"
- luvtoride44afe9eb1e
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 »

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 »

Taking a Loss?

"Rob - What you are describing is interesting. Would you describe how your ladder was originally structured in 2017?"
- S Sevcik
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.  
Read more »

Short term and long term Social Security planning

"And it will continue to beaten to death for the simple reason that we all know its future financial stability is in jeopardy, yet so far Congress has not taken action. Which leaves all of us having to not only deal with the uncertainty of how our investments may fare, but now also the uncertainty of what we all used to assume was the one thing we could count on. Thanks for a good article and also the link to Steiner's."
- Jack Hannam
Read more »

When your 401(k) excludes target date funds

"I wonder why your employer switched from Vanguard to Empower. Somebody getting some sort of kickback or gifts under the table for switching?"
- Jack Hannam
Read more »

Yet-Another Social Security Spreadsheet Analysis on what Age to Start taking Benefits

"Thats a good point. We don't need it ourselves, but I am aware of others for whom it could be useful. As a retired physician, and unfortunately now as a consumer of healthcare myself, I second your opinion about Medicare and supplemental policy."
- Jack Hannam
Read more »

Beware the CFP Designation?

"A CFA would be top-notch, but they generally don't work with individual clients."
- Ormode
Read more »

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.
Read more »

Before Someone Else Decides

"Thanks for the suggestions! They’re exactly the kinds of things I love to do. Seems like my efforts yesterday put me on the path to some good outcomes. i meant this as a reply to David below, but learning about some different care options is also good."
- Marilyn Lavin
Read more »

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

"You’re right it was 1984. I was thinking of something else. My mistake."
- R Quinn
Read more »

Free Newsletter

Get Educated

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.

Truths

NO. 49: YOU CAN have stability of principal and stability of income but, in a liquid investment, you can't have both. Money-market funds and savings accounts offer stability of principal, but the rate paid can quickly rise and fall. Most bonds, by contrast, pay the same amount of interest each year until maturity, but they can fluctuate sharply in price.

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.

Help others

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: Happiness

Divide and Rule

EACH OF US TAKES our monthly income and then makes countless decisions—some big, some small—about how to use those dollars. How can we get the most from the money that flows through our hands? I find it helpful to look at this “income allocation” through three prisms.
Divvying it up. We can use our income for three main purposes: spending it today, saving it for tomorrow or giving it to others. Our instinct is to spend today,

Read more »

Financial Happiness

ACCORDING TO THE World Happiness Report, Finland ranks as the happiest nation in the world, a title it’s held for eight years in a row.
Each time this report is updated, it makes the news for a day or two but then fades. That’s for good reason, I think. As much as Finland might be a nice place, it isn’t necessarily practical to suggest that anyone pick up and move.
The good news, though,

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.

Read more »

Best of Jonathan’s HumbleDollar Posts

WE LOST A brilliant mind and generous writer, Jonathan Clements, whose words guided thousands on life, finance, and happiness. Even as he faced the unimaginable, he continued sharing wisdom with clarity, humor, and humanity.
I wanted to take some time and dig into Jonathan’s earliest posts on HumbleDollar. Posts that even the most loyal readers may not have read. With that, I also summarized some main takeaways and learnings that can help us all better navigate our own complex lives.

Read more »

Better Than Dollars

A FRIEND ASKED ME recently if I got paid for the writing I do. She assumed that I’d be compensated, especially for research articles published in scholarly journals.
“Yes,” I replied. “I’m paid generously—in psychic income.”
“What’s psychic income?” she asked.
I explained. “Instead of earning a paycheck for my paper, I earn the satisfaction of this well-respected periodical running my article.” That’s also the way it is for my short stories and poetry that appear in specialty publications.

Read more »

More Isn’t the Answer

“ENOUGH” IS a powerful notion. Unfortunately, it’s largely absent from financial conversations.
The concept is rooted in deep self-awareness. It asks the question, how much do I really need to be happy? I believe we should ask this more often because, if we don’t, culture will fill in the blank—and the default answer will be “more.”
Enough has two dimensions. The first dimension is about spending. Too often, we succumb to the hedonic treadmill—the endless pursuit of the next thrilling purchase,

Read more »

Spotlight: Forsythe

Saturday All Week

AS A HAPPILY RETIRED 69-year-old, I still remember a conversation I had with an acquaintance two decades ago. The gentleman had had many years in the military, followed by time as a city police officer. He had recently retired—forever—from his third career in federal law enforcement. That meant he was sitting pretty with three different pensions. To top it all off, he was probably in his mid-50s. Even though my own retirement was still many years away, I’d already started dreaming about it. To be honest, I felt a twinge of jealousy regarding this gent’s situation. I asked him, “What’s retirement really like?” He couldn’t help rubbing it in a bit: “Andy, I’ll tell you what it’s like. Every day is Saturday.” I love retirement and, although I miss many of the people I worked with, I don’t miss the work at all. Now I can do much more of what I enjoy during my days, and a lot less of what I don’t. That said, I maintain a similar rhythm for the week. Mondays are still the most stressful day, and I might be a little cranky. As the week progresses, I get into a more comfortable groove and work on accomplishing the various tasks I’d outlined for the week. Oh yes, there’s always a list. And Friday is a happy day, just as it was during my working years, and the weekend still officially begins with the Friday edition of the PBS NewsHour. Saturday is likewise happy. Everything happens at a slower, more relaxed pace. Sunday is restful, but with the same touch of melancholy it’s had my entire life: Fun times are over—for now—and it's time to get serious about the upcoming week. I’m wondering about my fellow retirees: Even if your activities are different and more…
Read more »

Recommendations for Free Portfolio Analyzer?

For years I've used Vanguard's "Portfolio Watch" feature, which provides portfolio analysis of assets held at Vanguard as well as those held at outside investment firms. I've liked the Vanguard analyzer since, by agreeing to its aggregator feature via Yodlee (now owned by Investnet), it will update on a daily basis all your holdings' values and analyze them as far as stock/bonds/cash; foreign/domestic; large cap/midcap/smallcap; growth/blend/value; etc. And it likewise analyzes your bond holdings as to credit quality, interest rate sensitivity, etc. The catch is you have to provide the login credentials for your outside accounts, and as I read the fine print at Schwab, where my outside accounts are held, sharing your login credentials voids their promise to reimburse you for any loss of funds due to unauthorized activity. There may have been some discussion of this here on HD but I also read about this concern on the Bogleheads forum. So I decided to unlink my Schwab accounts from Vanguard. The fact that there seems to have been a fairly dramatic change in the way Vanguard analyzes portfolios---without any warning or explanation---contributed to my decision. I'm looking for a new place where I can enter all my brokerage and retirement accounts and get a decent analysis in the manner Vanguard used to provide. For the reasons stated, I don't want an aggregator which will login to my accounts. Rather, I'm willing to set it up manually, entering each holding and the number of shares. Ideally, the analyzer will update the stock prices each day, but I'll need to enter any changes in number of shares. I know many folks use the Morningstar X-ray tool, but as an inveterate cheapskate I'm unwilling to pay $249 a year for that service. Does anyone have a recommendation for a free or…
Read more »

Going to the Dogs

"THERE IS A VERY fine line between 'hobby' and 'mental illness'," according to humorist Dave Barry. Some years ago, we had a weekend place—a cabin on acreage—which we greatly enjoyed, even if it did come with challenges. One thing I especially enjoyed: taking the kids on nighttime walks to see how many critters we could spot. That led to an interest in flashlights, and I collected a bunch of them. That, in turn, led to a keen interest in pocketknives. Believe it or not, there’s a strong overlap between flashaholics and knifeaholics. In recent years, I’ve amassed a sizable collection of knives, sharpening equipment and so on, plus a goodly number of shiny new flashlights as the ongoing advances in LED technology continue to impress me. But even more than pocketknives or flashlights, I love dogs. In fact, every member of our family shares this affection for our canine friends. Maybe there’s a gene? Over the years, my wife and I have contributed—regularly, if modestly—to a variety of animal welfare organizations that help the pups. But I’ve always wanted to do more. Nine years ago, I hit upon a way to combine two of my great loves—an annual pocketknife benefit sale. I’m active on a large online knife forum where I regularly discuss—as well as buy and sell—knives. Typical collector that I am, I always have too many knives. I decided to sell a portion and donate the proceeds to worthy organizations that help dogs. If I’m honest, I have to admit that another purpose was served. During most of my career, I worked long hours with no spare time for much else. In recent years, I gradually slowed down my work, allowing me to take on a hobby. Now I’m retired, I have the luxury of even more available…
Read more »

MOO for Me

I'VE WRITTEN BEFORE about stumbling on an unexpected way to save on auto insurance. My education continues: I’ve also learned of a way to save on Medigap coverage. When I became eligible five years ago for Medicare, I bought Medigap Plan G supplemental coverage from Mutual of Omaha (MOO). Last summer, as my wife was about to become eligible for Medicare, we took another look at Medigap coverage. I was generally happy with MOO’s claims procedures and customer service, as well as the fact that MOO would extend a 12% “household discount” if we also got my wife’s policy from MOO. But I didn’t like the fact that my own premiums had gone from an initial $97 a month to $148.02, an increase of almost 53%. One day, I received a mailer from Omaha Supplemental Insurance Co., a MOO company, which quoted a $115.18 monthly premium for a 69-year-old male nonsmoker, my status at the time. Although my policy was with a different MOO company, United World Life Insurance, I couldn’t understand the significant price difference. I contacted the insurance broker who had helped me with my original Medigap application, and asked if I could simply switch MOO subsidiaries and benefit from the lower rate. She replied that the lower quote was for “new business” and, since I was already a MOO customer, I didn’t qualify. My broker was retiring, so I found a new broker who seemed very knowledgeable and I repeated my question to him. To my surprise, he said that I would indeed be considered “new business” if I applied to a different MOO subsidiary. I next contacted Mutual of Omaha directly and a representative confirmed the good news. Since I was applying for a new Medigap policy outside the initial open enrollment period—the period when I…
Read more »

Debt Despite Myself

I HATE DEBT. A very happy day was when we paid off the mortgage. I’d rather walk on broken glass than pay a penny of interest on my credit cards. But there have been a few exceptions to my usual rule, all involving car purchases. The first was many years ago when I reached what I thought was an all-cash deal on a new car. The salesman surprised me when he offered the same price with 0% financing. It seemed like a no-lose proposition, and I took him up on it. Several years later, I was similarly negotiating a cash offer on a new car. The salesman likewise offered the same price with 0% financing. I pressed him to explain how the manufacturer made money on the deal. He shook his head and said it was even crazier than that: He got an extra $200 if he signed me up. I told him I’d do it if he’d split the $200. Deal done. Finally, a few years ago, I was helping our youngest daughter buy a car. As usual, I was offering a cash deal. The dealership’s finance department offered very low financing, but not 0%, and I declined. The woman there told me I’d be doing my daughter a favor if we took the financing, put the loan in my daughter’s name with me as guarantor, made timely payments for a year and then paid off the balance. The interest cost would be minimal and my daughter would establish a solid credit score. I took the advice and the financing. I signed my daughter up for a free Credit Karma account and, over the next several years, watched her credit score increase until she achieved the excellent score she enjoys today. Along the way, her score helped with several…
Read more »

The Habits of Old Men

I’ve always been a man of habits and routines, but it seems that these days, as a 72 year old retiree, I adhere to them even more. I’m not yet on the level of Dustin Hoffman’s Rainman with Judge Wapner, but I’m getting there. Maybe it’s because I have more control over my schedule now and so can more faithfully indulge these habits. Or maybe the calcification of my brain and the well known tendency of old folks to dislike change have combined to make me ever more dedicated to them. Five or six mornings a week, I’m on the treadmill, fast walking to Netflix or Amazon Prime Video. A good movie really makes the miles fly by. Then for breakfast every day, it’s oatmeal, and I must say, a great oatmeal: with apples, raisins, strawberries, blueberries, walnuts, bran, flaxseed, and hemp hearts. When I first fire up the laptop, I also have a routine: I click on a variety of sites that benefit the animals, especially the doggies, with small contributions or contests. I actually won one of them once, and designated a local shelter to receive the $2500 prize. Sometime during the day I check the latest offerings here on Humble Dollar. It’s almost like taking a correspondence course in personal finance, among other things, and I always feel a little smarter afterwards. Monday, Wednesday, and Friday at 6 PM, I do free weights with the PBS News Hour. I’ve been watching this show so long that it was only recently that I finally quit referring to it as the The MacNeil/Lehrer NewsHour. Fridays are the best as I always look forward to the weekly political analysis of David Brooks and Jonathan Capehart, and for many years before that it was Brooks and the great Mark Shields. And…
Read more »