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Homo economicus may always behave rationally. But the rest of us try not to keep too much chocolate in the house.

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When your 401(k) excludes target date funds

"First, we don’t know much about your plan (e.g. size, history, etc.) so it’s hard to directly answer your questions. It’s likely the people responsible for the plan are also company executives. However, if so, they are required to wear two hats, one as company executives, and one as fiduciaries to the 401k plan. As a plan participant, you actually have lots of rights, but you’ll have to decide how hard you want to push since it your employer, and you’ll have to trust the executives (who ultimately control your job) wear the right hat at the right time when dealing with you (i.e. no retaliation).   Under ERISA law, they are required to run the 401k plan for the exclusive benefit of plan participants, not for the benefit of the company. So you can make inquiries (make sure in writing) focusing on how and why the decisions were made to switch from Vanguard to Empower and the specific funds. In recent years, there have been numerous lawsuits over plan and investment expenses with many results favorable to participants. Your questions should focus on the plan’s fiduciary requirements under ERISA law as they are required to have a very structured and documented process how and why they make decisions resulting in the changes you dislike.  But, it is possible that your plan is a real outlier and still in compliance – that would be unfortunate because maybe your plan is just a dud, and you deserve better. Nonetheless, you probably still want to participate enough to get the employer match – you do have an employer matching contribution at least, right?"
- js
Read more »

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

"This from a quick search, Thank you for correcting me Sir! =========================================== Yes—Members of Congress are covered by Social Security for their work as members of Congress (they pay Social Security taxes and receive Social Security benefits based on their covered earnings). Their eligibility for Social Security is separate from their pension plan: they also participate in the Civil Service Retirement System (CSRS) or the Federal Employees’ Retirement System (FERS) for federal retirement, which is not Social Security."
- Donny Hrubes
Read more »

One Piece Of Paper

"Thanks, Rick. What a wonderful idea for an evening together. I can only imagine how fascinating it must have been to hear everyone’s “Coming to America” story. I also like the point you made about families who arrived generations ago. Over time it’s easy to forget the courage, uncertainty, and hope that brought our ancestors here in the first place. Whether those journeys happened two hundred years ago or within our own lifetime, they’re all part of the same American story. Thank you for sharing that experience. It fits beautifully with the theme of the article."
- Andrew Clements
Read more »

Short term and long term Social Security planning

"Hey Adam, What you wrote was exactly the point I was getting at. We have already made multiple financial sacrifices since we began our journey to retirement which depended a lot on what we were promised from Social Security. At this point I do not believe it would be fair to cut our benefits more, no matter our wealth. We were told when we began working what the deal was, then they changed it. It was early enough that we could make changes to our financial plans to accommodate the changes. But a this point we should get what we’re were told we were getting after contributing for decades. Those who were already, or close to retirement age were not subject to benefit cuts from the 1983 law, and neither should we. We have already made financial sacrifices to get us to this point in time. Enough is enough. If there are going to be further cuts in benefits and raises in taxation let younger people who have time to adapt their financial plans be the people to sacrifice to ensure their future beyond, just like we were asked to do in the past."
- DavidHLancaster
Read more »

How Did You Find Paid Work After Retiring from Your Primary Career?

"Thank you all for sharing your experiences and advice. I really appreciate the time you took to respond. One theme that stood out to me was how many opportunities came through relationships and simply staying engaged with the community, rather than through a traditional job search. That's given me a different perspective on what my next chapter might look like. I wish everyone continued health and happiness in retirement."
- Jeffrey Chan
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 »

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 »

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 »

When your 401(k) excludes target date funds

"First, we don’t know much about your plan (e.g. size, history, etc.) so it’s hard to directly answer your questions. It’s likely the people responsible for the plan are also company executives. However, if so, they are required to wear two hats, one as company executives, and one as fiduciaries to the 401k plan. As a plan participant, you actually have lots of rights, but you’ll have to decide how hard you want to push since it your employer, and you’ll have to trust the executives (who ultimately control your job) wear the right hat at the right time when dealing with you (i.e. no retaliation).   Under ERISA law, they are required to run the 401k plan for the exclusive benefit of plan participants, not for the benefit of the company. So you can make inquiries (make sure in writing) focusing on how and why the decisions were made to switch from Vanguard to Empower and the specific funds. In recent years, there have been numerous lawsuits over plan and investment expenses with many results favorable to participants. Your questions should focus on the plan’s fiduciary requirements under ERISA law as they are required to have a very structured and documented process how and why they make decisions resulting in the changes you dislike.  But, it is possible that your plan is a real outlier and still in compliance – that would be unfortunate because maybe your plan is just a dud, and you deserve better. Nonetheless, you probably still want to participate enough to get the employer match – you do have an employer matching contribution at least, right?"
- js
Read more »

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

"This from a quick search, Thank you for correcting me Sir! =========================================== Yes—Members of Congress are covered by Social Security for their work as members of Congress (they pay Social Security taxes and receive Social Security benefits based on their covered earnings). Their eligibility for Social Security is separate from their pension plan: they also participate in the Civil Service Retirement System (CSRS) or the Federal Employees’ Retirement System (FERS) for federal retirement, which is not Social Security."
- Donny Hrubes
Read more »

One Piece Of Paper

"Thanks, Rick. What a wonderful idea for an evening together. I can only imagine how fascinating it must have been to hear everyone’s “Coming to America” story. I also like the point you made about families who arrived generations ago. Over time it’s easy to forget the courage, uncertainty, and hope that brought our ancestors here in the first place. Whether those journeys happened two hundred years ago or within our own lifetime, they’re all part of the same American story. Thank you for sharing that experience. It fits beautifully with the theme of the article."
- Andrew Clements
Read more »

Short term and long term Social Security planning

"Hey Adam, What you wrote was exactly the point I was getting at. We have already made multiple financial sacrifices since we began our journey to retirement which depended a lot on what we were promised from Social Security. At this point I do not believe it would be fair to cut our benefits more, no matter our wealth. We were told when we began working what the deal was, then they changed it. It was early enough that we could make changes to our financial plans to accommodate the changes. But a this point we should get what we’re were told we were getting after contributing for decades. Those who were already, or close to retirement age were not subject to benefit cuts from the 1983 law, and neither should we. We have already made financial sacrifices to get us to this point in time. Enough is enough. If there are going to be further cuts in benefits and raises in taxation let younger people who have time to adapt their financial plans be the people to sacrifice to ensure their future beyond, just like we were asked to do in the past."
- DavidHLancaster
Read more »

How Did You Find Paid Work After Retiring from Your Primary Career?

"Thank you all for sharing your experiences and advice. I really appreciate the time you took to respond. One theme that stood out to me was how many opportunities came through relationships and simply staying engaged with the community, rather than through a traditional job search. That's given me a different perspective on what my next chapter might look like. I wish everyone continued health and happiness in retirement."
- Jeffrey Chan
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 »

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 »

Free Newsletter

Get Educated

Manifesto

NO. 41: VERY FEW of us need life insurance for our entire life. That’s why term insurance makes sense and cash-value policies are usually a mistake—despite what insurance agents say.

think

INTRINSIC VALUE. It’s easy to get caught up in the stock market’s wild price swings. Feeling unnerved? Never forget that behind those price swings are companies of great value. While we can’t put a precise figure on their intrinsic value, we can get a sense by examining the profits they earn, the dividends they pay and the value of the assets they own.

act

CHECK YOUR Social Security statement to get an estimate of benefits and make sure your earnings record is correct. The easiest way to do this: Set up a “my Social Security” account, preferably adding two-factor authentication. This will also preempt scammers, who might otherwise try to set up an account in your name—and claim your benefits.

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.

Homes

Manifesto

NO. 41: VERY FEW of us need life insurance for our entire life. That’s why term insurance makes sense and cash-value policies are usually a mistake—despite what insurance agents say.

Spotlight: Saving

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 »

The Write Stuff

I’VE BEEN SAVING almost my entire adult life. Early on, three books put me on the path to financial success, helping me to reevaluate how I was living.
The first was The Automatic Millionaire by David Bach. This introduced me to the concept that small, automated savings could lead to big results, thanks to compounding over long periods. Albert Einstein reportedly said, “Compound interest is the eighth wonder of the world. He who understands it,

Read more »

Meet Marcus

I have a high-yield savings account and several CDs at Marcus bank, owned by Wall Street powerhouse Goldman Sachs and named after one of its founders, Marcus Goldman. I originally discovered Marcus bank while perusing rankings on bankrate.com.
Marcus is an online bank and a member of FDIC. All accounts are insured up to $250,000. Marcus charges no monthly fees. There is no minimum balance to open a high-yield savings account, but a minimum balance of $500 is required to open a CD.

Read more »

IRS 2026 Updates

SECTION 415(D) OF the IRC requires the Secretary of the Treasury (IRS) to annually adjust limitations for cost-of-living increases. So, let’s dive into some of the changes:
 
401(k), 403(b), and Most 457 Plans:

For 2026, the 401(k)/403(b)/457(b) amount you can contribute is increasing from $23,500 to $24,500. If you are in a 24% marginal tax rate, that’s an additional $240 of federal taxes you can defer. If you are over age 50, the catch-up contributions are also increasing by $500,

Read more »

Frugal but Foolish

JEFF WAS A NEW engineer who began his nuclear power career a couple of decades ago as part of my group. He’d graduated from a middling engineering school with a stellar grade point average. Quiet, though not shy, he had a serious demeanor.
Jeff had a goal of purchasing a house as soon as possible. Needless to say, this was a tall order for someone just starting his career. He lived a spartan lifestyle,

Read more »

Raising Dough

The best financial advice I know is “live on less than you earn and save the difference.” But what if there’s no daylight between what you earn and what you spend?
Many of us confront this problem because of four scary expenses: housing, healthcare, student loans and child care. Take housing alone. By my calculations, it would take a six-figure income to buy a $435,300 home, which is the median cost of a U.S. home today according to the National Association of Realtors.* The median U.S.

Read more »

Spotlight: Kerr

Living It Up

THIS HAS BEEN A YEAR of living large in the Kerr household. I just finished adding up the numbers for 2024, and between my son’s wedding in Colorado in June, my own wedding in October, our honeymoon afterward, a vacation to Key West, a new car for my new wife, and various long-overdue repairs to Rachael’s townhouse, I spent upwards of $60,000 on items I hadn’t budgeted for in 2024. The tally doesn’t include the $9,000 I spent on a hot tub for the mountain house. That purchase was financed by the last of my restricted stock grants that I took with me when I retired from my former employer three years ago. Those are hefty expenses for a 65-year-old who is no longer employed full-time. All I can say is, thank goodness for my part-time gig as a writer for corporate executives. If I didn’t have that money coming in, I would have burned through most of my liquid cash and had to tap my retirement savings earlier than planned. As it stands, I was able to cover my financial splurges, while ending 2024 with roughly the same amount of cash as I started. More to the point, if I didn’t have the work income, I wouldn’t have done all the things I did over the past year. Rachael and I would have had a much simpler and less expensive wedding. We would have put down less and financed more of the cost of her new car. We would have skipped the Key West trip and put off the house repairs a little longer. But that’s why I continue to work part-time—to fund experiences and other discretionary items during the early part of my golden years, while I hold off drawing down my retirement savings. Those savings are sufficient…
Read more »

Listen to the Kids

ONE OF THE GREAT pleasures of having grown children is seeing them do things better than you ever did. My son, who’s in his mid-20s, is already well beyond me in terms of investments. When I was his age, I was still bouncing around in grad school, living off teaching stipends and dreaming of one day being a novelist. I had no concept of what a mutual fund was, how to trade stocks and bonds, or even what a stock or bond was. While I’ve always been good at managing and saving money, when I was younger, I generally avoided anything having to do with personal finance and investments. I admit to even having a bit of a mental block about money at that age, seeing it as a necessary evil to “purer” pursuits, such as writing and literature. Yes, I had sugar-plum visions of having $1 million in the bank that I could live off. Who doesn’t? But I had no idea how to accumulate it. That came later, in my 30s and 40s, when I started working in the corporate world. My son has none of that baggage. He’s been interested in investments since he got out of college four years ago. He discovered the FIRE (financial independence-retire early) movement early on, and has set a goal of being financially independent when he’s in his late 40s. I have no doubt that he’ll achieve that goal. He lives frugally and is investing a big chunk of his salary in a well-diversified basket of exchange-traded index funds and mutual funds. He complements that core nest egg with some “fun money” that he invests in a handful of big-bet individual stocks that he’s passionate about. The idea, he tells me, is that if he’s right about those big bets, he’ll…
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Reclaiming My Life

A STRANGE THING is happening in corporate America right now. The job market is booming, and companies are offering bonuses and salary increases to find and keep good people. Yet experienced workers are leaving their jobs in droves. The Labor Department reported that a record number of Americans have recently quit their jobs, part of what pundits are calling “the Great Resignation.” I’m one of them. After 30 years leading global communications and public relations programs for multi-billion-dollar technology companies, I’m stepping down as PR chief for a large financial technology corporation. Next up: I’m driving to Colorado to spend a month with my son. I don’t have anything lined up other than hiking, flyfishing, fall foliage watching and working on the novel I’ve been trying to get to for months. What’s going on? Experts say the global pandemic is causing people across all walks of life to reassess what’s important in their lives and careers. Personally, I suspect there’s more at work here than a health crisis. I think a lot of people are just plain burned out. In the wake of the Great Recession of 2007-09, more Americans than ever before went to work for large companies. When the global financial system is melting down and other firms are laying off, there’s security in riding the back of a corporate leviathan. Big companies also have the leverage to negotiate richer medical plans and benefit packages on behalf of their employees. For anyone with a family, those benefits are gold at times of uncertainty. Fast forward to 2021 and things look a lot different, both for employers and their workers. Whatever fat was on the bones of the corporate leviathans is long gone. Over the past decade, big public companies have methodically pruned their operations to lean perfection. They’re…
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Best-Laid Plans

I HAVE A RITUAL ON New Year’s Day—and it has nothing to do with making resolutions or watching college bowl games on TV. Every Jan. 1, I pull up my handy financial planning spreadsheet on my laptop and input year-end numbers for my investment portfolio based on where the various funds closed out the year. I created the spreadsheet 20 years ago when I was in my early 40s, had just gone through a financially devastating divorce, and retirement seemed like nothing more than a pipe dream. At the time, I was working long hours in the all-consuming world of corporate communications and investor relations. I had a magic number for what I thought I’d need to step out of the frying pan no later than age 63. I knew how much I would have to contribute and earn each year to get there. It was just a matter of continuing to chip away, putting the plan on autopilot, and checking in once or twice a year to see how I was doing. The spreadsheet is pretty basic, reflecting my relatively simple portfolio and investment approach. There are three tabs. The first tab looks backward, capturing the year-end value for each of my investment accounts—IRAs, individual stock holdings, money market accounts and so on—as well as the estimated market value of my house, net of mortgage debt. These values then add up to capture a snapshot of my net worth and how it’s grown over the years. The second tab looks forward, projecting the expected growth of my investments in the years ahead using average market returns for a well-diversified portfolio. The third tab contains a working budget for my golden years, based on a conservative spending level of $75,000 per year. The budget itemizes general categories of expenses—housing, utilities,…
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Among Friends

ONE OF THE PERILS of being a HumbleDollar contributor is that you sometimes get hit up for advice that you aren’t necessarily qualified to give. Such was the case recently when I was having breakfast with an old buddy. The topic turned to money and investments. Joe and I have been good friends since the days when we played on the high school basketball team. We try to get together every month or so to catch up and reminisce about old times. These days, our conversations tend to revolve around aging joints, Medicare and, of course, retirement. Both of us turned age 65 last year. While I’m now semi-retired after leaving the corporate world three years ago, Joe is still gainfully employed as a minister for a local church. His goal, if he can make it happen financially, is to step back from the work world in the next four or five years. Now, Joe is one of the kindest, most caring people I know—traits that have served him well in his career as a pastor and spiritual counselor. He’s the first to admit, though, that investments are not his strong suit, and it doesn’t help that the ministry isn’t exactly a highly paid profession. Joe’s wife doesn’t make big bucks either as a hairdresser and yet, despite their limited means, they have managed to raise four kids, who are all now out of the nest and married. Joe and his wife own their house, which is mortgage-free, and they have been careful to steer clear of carrying credit card balances and other high-interest debt. As for retirement assets, they have two buckets of funds: a 403(b) plan sponsored by the church, which matches 50% of the contributions that Joe makes to it, and a rollover IRA where Joe has…
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Look Before Leaping

WELL, I’M SIX MONTHS into my retirement from the corporate world. How are things going? Any regrets? Any big surprises? No regrets, for sure. I knew that leaving the workplace at age 61 would be a tradeoff of freedom gained versus money forgone. But I had a second-act dream to pursue—becoming an author—and, for me, that tradeoff was worth going for. So far, it has been. I have my first book out and another in the works. While I’m not making much money, having the freedom to pursue my passions without having to ask permission from anyone is, to quote a notable credit card commercial, priceless. But there definitely have been some rough moments along the way. If you’re thinking about retirement, here are six considerations to keep in mind before you jump: 1. You have to create an entirely new identity for yourself. For 30 or 40 years, you had an identity conferred on you by an organization and by the working world in general. You could see that identity on your email signature, your business card, your LinkedIn profile. That identity came with fancy titles that brought certain privileges and power. All of that’s gone now. It was all part of a game and the game is over. Outside the organization, you’re just a person, like anybody else. Who am I now that I’m no longer vice president of global public relations for a Fortune 250 company? I’m just a writer, an unknown one. I’m starting over. Even for someone like me who never put much truck in titles, the void is startling and I’m still getting used to it. What I’m finding is that we’re never really as important as we think we are when we’re working, and that we’re more important in other ways than we ever realized. Those…
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