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The hardest thing to say on testosterone-infused Wall Street: “I don’t know.”

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When Luck Rises, Be Ready to Dig

"There's something revolutionary about Guinness 0.0. It looks exactly like the real thing, dark, elegant, that perfect creamy head, but nobody hands it to you for nothing. You still have to walk to the bar, order it, and pay for it. Which, when you think about it, is a reasonable metaphor for life…your not going to get anywhere without effort…even if it's alcohol free 😉"
- Mark Crothers
Read more »

Retirement in America is not a pretty picture…and not getting better.

"Some of those bad choices may end up costing you money in the long run."
- R Quinn
Read more »

America Doesn’t Just Do Layoffs. It’s Fallen in Love With Them

"Olin - when I was laid off in 1994 the company offered a pretty generous out-package and job search counseling. The counselors were not very experienced with technology placements, so they provided little benefit for the engineers. They were pretty much on their own. I've never heard of suicide counseling as part of a separation package, but it makes sense. In a recent medical appointment the intro questionnaire asked if there were ever thoughts of self-harm or suicide."
- Jeff Bond
Read more »

What happens to Medicare Supplement coverage when moving to a different state?

"Very helpful, James. I took everyone's advice and looked up Boomer Benefits, and I am impressed."
- Carl C Trovall
Read more »

Medicaid Asset Protection Trusts (MAPTs)

"My parent did pay for a portion of his care- all of his monthly income including SS, Pension and RMD paid for his care, before Medicaid paid their portion to the NH. We were only utilizing government benefits to the extent allowed by the program. In my parent's case, his monthly obligation probably paid for about 75% of the actual NH billing. The SNT allowed us to provide additional resources to my parent such as a private room and additional agency help. I don't feel you should necessarily judge the use of a government program without fully knowing the details of the family situation- each one is quite different."
- Bill C
Read more »

Tax Smart Retirement

A POPULAR JOKE about retirement is that it can be hard work. That’s because financial planning is like a jigsaw puzzle, and retirement often means rearranging the pieces. In the past, I’ve discussed two key pieces of that puzzle: how to determine a sustainable portfolio withdrawal rate and how to decide on an effective asset allocation. But there’s one more piece of the puzzle to contend with: taxes. Especially if you’re planning to retire on the earlier side, it’s important to have a tax plan. When it comes to tax planning for retirement, there’s one key principle I see as most important, and that’s the idea that in retirement, the goal is to minimize your total lifetime tax bill. That’s important because a fundamental shift occurs the day that retirement arrives: In contrast to our working years, when taxes are, to a large degree, out of our control, in retirement, taxes are much more within our control. By choosing which investments to sell and which accounts to withdraw from, retirees have the ability to dial their income—and thus their tax rate—up or down in any given year. The challenge, though, is that tax planning can be like the game Whac-A-Mole. Choose a low-tax strategy in one year, and that might cause taxes to run higher in a future year. That’s why—dull as the topic might seem—careful tax planning is important. To get started, I recommend this three-part formula: Step 1 The first step is to arrange your assets for tax-efficiency. This is often referred to as “asset location.” Here’s an example: Suppose you’ve decided on an asset allocation of 60% stocks and 40% bonds. That might be a sensible mix, but that doesn't mean every one of your accounts needs to be invested according to that same 60/40 mix. Instead, to help manage the growth of your pre-tax accounts, and thus the size of future required minimum distributions, pre-tax accounts should be invested as conservatively as possible. On the other hand, if you have Roth assets, you’d want those invested as aggressively as possible. Your taxable assets might carry an allocation that’s somewhere in between. If you can make this change without incurring a tax bill, it’s something I’d do even before you enter retirement. Step 2 How can you avoid the Whac-A-Mole problem referenced above? If you’re approaching retirement, a key goal is to target a specific tax bracket. Then structure things so your taxable income falls into that same bracket more or less every year. By smoothing out your income in this way from year to year, the goal is to avoid ever falling into a very high tax bracket. To determine what tax rate to target, I suggest this process: Look ahead to a year in your late-70s, when your income will include both Social Security and required minimum distributions from your pre-tax retirement accounts. Estimate what your income might be in that future year and see what marginal tax bracket that income would translate to. In doing this exercise, don’t forget other potential income sources. That might include part-time work, a pension, an annuity or a rental property. And if you have significant taxable investment accounts, be sure to include interest from bonds. Then, for simplicity, subtract the standard deduction to estimate your future taxable income. Suppose that totaled up to $175,000. Using this year’s tax brackets, that would put your income in either the 24% marginal bracket (for single taxpayers) or 22% (married filing jointly). You would then use this as your target tax bracket. Step 3 With your target tax bracket in hand, the next step would be to make an income plan for each year. The idea here is to identify which accounts you’ll withdraw from to meet your household spending needs while also adhering to your target tax bracket. This isn’t something you’d map out more than one year in advance. Instead, it’s an exercise you’d repeat at the beginning of each year, using that year’s numbers. What might this look like in practice? Suppose you’re age 65, retired and not yet collecting Social Security. In this case, your income—and thus your tax bracket—might be quite low. To get started, you’d want to withdraw enough from your tax-deferred accounts to meet your spending needs but without exceeding your target tax bracket. This would then bring you to a decision. If you’ve taken enough out of your tax-deferred accounts to meet your spending needs and still haven’t hit your target tax rate, then the next step would be to distribute an additional amount from your pre-tax accounts. But with this additional amount, you’d complete a Roth conversion, moving those dollars into a Roth IRA to grow tax-free from that point forward. How much should you convert? The answer here involves a little bit of judgment but is mostly straightforward: You’d convert just enough to bring your marginal tax bracket up into the target range. Some people prefer to go all the way to the top of their target bracket, while others prefer to back off a bit. The most important thing is just to get into the right neighborhood. What if, on the other hand, you’ve taken enough from your pre-tax accounts to reach your target tax rate, but that still isn’t enough to meet your spending needs? In that case, you wouldn’t take any more from your pre-tax accounts, and you wouldn’t complete any Roth conversions. Instead, you’d turn to your taxable accounts, where the applicable tax brackets will almost certainly be lower. Capital gains brackets currently top out at just 20%. Thus, for the remainder of your spending needs, the most tax-efficient source of funds will be your taxable account. What if you aren’t yet age 59½? Would that upend a plan like this? A common misconception is that withdrawals from pre-tax accounts entail a punitive 10% penalty. While that’s true, it isn’t always true, and there’s more than one way around it. One exception allows withdrawals from a workplace retirement plan like a 401(k) as long as you leave that employer at age 55 or later. In that case, as long as you don’t roll over the account to an IRA, you’d be free to take withdrawals without penalty. If you’re retiring before age 55, you’ll want to learn about Rule 72(t). This allows for withdrawals from pre-tax accounts at any age, as long as you agree to what the IRS refers to as substantially equal periodic payments (SEPP) from your pre-tax assets. The SEPP approach definitely carries restrictions, but if you’re pursuing early retirement, and the bulk of your assets are in pre-tax accounts, this might be just the right solution.   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 »

Well That’s A Bummer!

"I doubt I will be doing a manual backcheck to validate the findings, I wouldn't finish before my funeral! I guess I could duplicate the on a different AI platform but will that be any more accurate, and if different which one is correct? During the back testing process I did have Gemini provide tables showing values for each of the 20 years, balance for stocks and bonds, % growth, number of transactions, days between transactions etc. Big picture nothing looked out if line and the activity expected during the GFC, Covid, 2022 seemed to be aligned. I did observe that AI was making assumptions, for example in one scenario the bonds dropped to $250k to buy stocks during the GFC drawdown, hence the additional prompts and guard rails put in place in subsequent scenarios. As the prompts became more restrictive the end balances reduced. There were some scenarios which had higher returns but also had higher risk. The results seemed proportionate. On the drone counts. Professionally the company I work for has been using technology to count vehicles from CCTV and LiDAR backed with AI to track passenger volumes, movements and throughput at ticketing/security in airports. These products work very well and are reliable......... assuming reliable products were being used it must have been the large group of stoned visitors 😊☘️🍺"
- Grant Clifford
Read more »

Forget the 4% rule.

"I've witnessed the 4% rule in practice. After inheriting a non-spouse IRA in my forties, my required RMDs have averaged 3.75% over the last two decades. Even with the much higher (>5%) required RMDs of recent years, the IRA has grown more than 50% in value since I inherited. Of course, growth depends on investment type, market conditions, etc. Had I realized this and my future tax liability sooner, I would have withdrawn more agressively in the early years -- but taxes are a good problem to have!"
- Jo Bo
Read more »

Guardianship

"Ed, I hope so too, for your sake. It has been awful. We are hoping the worst is over. She will lose money on her house, since she only bought it 2 years ago, before we knew things were as bad as they were. Luckily Spouse and brother were able to intervene before she lost all her money like her sister did. C"
- baldscreen
Read more »

What, Me Worry?

"I just read an article which reports the results of a survey conducted in July 2025 of older adults fear of retirement income. The study found the following, “Aside from Social Security, the only area where a majority of respondents believe (governmental) policy is likely to lead to severe changes in their lifestyle is inflation.”"
- David Lancaster
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Questions Matter

"Thanks, Ed, I will check out the articles after my AARP Tax Aide gig today. IMO, I think our age 30ish brains are better equipped for life decisions than our younger brains are."
- Dan Smith
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How to Lose

MY OLD INVESTING self was like the guy in the meme who twists around to ogle a woman in a red dress, while his girlfriend looks ready to break his neck.

Just as jumping from one relationship to another introduces new risks, the same holds true for jumping in and out of different investments. For me—and for most people, I’d wager—investing in individual stocks and narrowly focused funds involves a certain amount of trading, and we know such trading is an exercise in futility. Even the vast majority of professional fund managers can’t consistently beat the market averages. If your reaction to that is, “Yeah, but maybe I can, I’ve got a good handle on the way the world works,” you may need professional help with your portfolio.

Despite ample evidence that most investors trail the market averages, we all tend to “feel lucky,” like the ill-fated villain staring down Clint Eastwood in Dirty Harry. Why? A key reason: Stock market averages get a big boost each year from a minority of stocks that post big gains, and those huge winners make beating the market look easy. So how about buying those big winners? Unfortunately, yesterday’s winners aren’t necessarily tomorrow’s top dogs.

In fact, past performance has no predictive power. It may seem obvious today that we should have bought Facebook, Apple, Netflix, Microsoft, Amazon, Tesla and Google’s parent company Alphabet. But these “obvious” winners only seem that way in hindsight.

On top of our unjustified confidence in our own stock-picking abilities, we have a host of other behavioral faults, including impatience, a desire for quick gratification and the feeling that the grass is always greener somewhere else. Result? In our efforts to beat the market, we flit back and forth among different investments, as our latest stock picks lose their luster.

After taking fliers over the years on gold and energy funds, biotech and telecom stocks, and emerging markets specialty funds that focus on consumer companies, I’ve learned three key lessons:

  • I’m not lucky.
  • I can’t predict world events or the market’s reaction to them.
  • Undiversified investment bets give me a few ways to win big and a lot of ways to lose.

I came by these lessons the hard way. I would make a new investment and be excited, thinking I’d made a good bet. I’d anticipate my potential gains and the validation that I’d outsmarted the market. I would tell myself I understood the potential downside, but really, I was practically counting my winnings.

But the thrill would soon fade, along with my original investment rationale. Perhaps the idea had come from some legendary portfolio manager or from something I read. But when my new holdings struggled, I lacked a frame of reference by which to decide whether to sell or hold.

A star manager might have said a drug company’s clinical trials were going well or that certain companies were going to gain market share. But then these things didn’t happen, and the stocks underperformed. Was this bad news now fully priced in? It’s nobody’s job on Wall Street to answer that, least of all the managers who touted the investments in the first place, and they probably wouldn’t know anyway.

Another example: About six years ago, I read a series of articles that convinced me that the next big trend was emerging markets consumer spending growth. That prompted me to buy some high-cost niche exchange-traded funds. But the two funds I bought consistently underperformed. One has continued to do so since I sold, while the other folded last May. Again, no one can tell you when or if such performance will turn around. Wall Street gets paid to sell you high-expense funds and keep you in them. Those high fees pay for a lot of research, writing and marketing, which in turn filters its way into the financial press, which then encourages you to buy.

There are two sources of investment risk: systematic risk, which is the danger that the broad market will fall, and unsystematic risk, which is the danger that your particular investments will lag behind the market.

Investors in individual stocks and sector funds face both risks. By contrast, owners of broad stock market index funds face only systematic risk. Indexing lacks the allure of sexy strangers and the prospect of quick investment scores, but the strategy’s risks are also far lower.

Success in broad market-cap-weighted index funds hinges on fewer variables. You just need aggregate share prices—driven ultimately by corporate profit and dividend growth—to rise at well above the rate of inflation, as they have for more than a century in the global stock market, despite two world wars, hyperinflation, stagflation, market crashes, panics and depressions. In other words, with broad stock market index funds, you’re making just one bet—and it’s a pretty good one for globally diversified investors with long time horizons.

William Ehart is a journalist in the Washington, D.C., area. In his spare time, he enjoys writing for beginning and intermediate investors on why they should invest and how simple it can be, despite all the financial noise. Follow Bill on Twitter @BillEhart and check out his earlier articles.

[xyz-ihs snippet="Donate"]

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When Luck Rises, Be Ready to Dig

"There's something revolutionary about Guinness 0.0. It looks exactly like the real thing, dark, elegant, that perfect creamy head, but nobody hands it to you for nothing. You still have to walk to the bar, order it, and pay for it. Which, when you think about it, is a reasonable metaphor for life…your not going to get anywhere without effort…even if it's alcohol free 😉"
- Mark Crothers
Read more »

Retirement in America is not a pretty picture…and not getting better.

"Some of those bad choices may end up costing you money in the long run."
- R Quinn
Read more »

America Doesn’t Just Do Layoffs. It’s Fallen in Love With Them

"Olin - when I was laid off in 1994 the company offered a pretty generous out-package and job search counseling. The counselors were not very experienced with technology placements, so they provided little benefit for the engineers. They were pretty much on their own. I've never heard of suicide counseling as part of a separation package, but it makes sense. In a recent medical appointment the intro questionnaire asked if there were ever thoughts of self-harm or suicide."
- Jeff Bond
Read more »

What happens to Medicare Supplement coverage when moving to a different state?

"Very helpful, James. I took everyone's advice and looked up Boomer Benefits, and I am impressed."
- Carl C Trovall
Read more »

Medicaid Asset Protection Trusts (MAPTs)

"My parent did pay for a portion of his care- all of his monthly income including SS, Pension and RMD paid for his care, before Medicaid paid their portion to the NH. We were only utilizing government benefits to the extent allowed by the program. In my parent's case, his monthly obligation probably paid for about 75% of the actual NH billing. The SNT allowed us to provide additional resources to my parent such as a private room and additional agency help. I don't feel you should necessarily judge the use of a government program without fully knowing the details of the family situation- each one is quite different."
- Bill C
Read more »

Tax Smart Retirement

A POPULAR JOKE about retirement is that it can be hard work. That’s because financial planning is like a jigsaw puzzle, and retirement often means rearranging the pieces. In the past, I’ve discussed two key pieces of that puzzle: how to determine a sustainable portfolio withdrawal rate and how to decide on an effective asset allocation. But there’s one more piece of the puzzle to contend with: taxes. Especially if you’re planning to retire on the earlier side, it’s important to have a tax plan. When it comes to tax planning for retirement, there’s one key principle I see as most important, and that’s the idea that in retirement, the goal is to minimize your total lifetime tax bill. That’s important because a fundamental shift occurs the day that retirement arrives: In contrast to our working years, when taxes are, to a large degree, out of our control, in retirement, taxes are much more within our control. By choosing which investments to sell and which accounts to withdraw from, retirees have the ability to dial their income—and thus their tax rate—up or down in any given year. The challenge, though, is that tax planning can be like the game Whac-A-Mole. Choose a low-tax strategy in one year, and that might cause taxes to run higher in a future year. That’s why—dull as the topic might seem—careful tax planning is important. To get started, I recommend this three-part formula: Step 1 The first step is to arrange your assets for tax-efficiency. This is often referred to as “asset location.” Here’s an example: Suppose you’ve decided on an asset allocation of 60% stocks and 40% bonds. That might be a sensible mix, but that doesn't mean every one of your accounts needs to be invested according to that same 60/40 mix. Instead, to help manage the growth of your pre-tax accounts, and thus the size of future required minimum distributions, pre-tax accounts should be invested as conservatively as possible. On the other hand, if you have Roth assets, you’d want those invested as aggressively as possible. Your taxable assets might carry an allocation that’s somewhere in between. If you can make this change without incurring a tax bill, it’s something I’d do even before you enter retirement. Step 2 How can you avoid the Whac-A-Mole problem referenced above? If you’re approaching retirement, a key goal is to target a specific tax bracket. Then structure things so your taxable income falls into that same bracket more or less every year. By smoothing out your income in this way from year to year, the goal is to avoid ever falling into a very high tax bracket. To determine what tax rate to target, I suggest this process: Look ahead to a year in your late-70s, when your income will include both Social Security and required minimum distributions from your pre-tax retirement accounts. Estimate what your income might be in that future year and see what marginal tax bracket that income would translate to. In doing this exercise, don’t forget other potential income sources. That might include part-time work, a pension, an annuity or a rental property. And if you have significant taxable investment accounts, be sure to include interest from bonds. Then, for simplicity, subtract the standard deduction to estimate your future taxable income. Suppose that totaled up to $175,000. Using this year’s tax brackets, that would put your income in either the 24% marginal bracket (for single taxpayers) or 22% (married filing jointly). You would then use this as your target tax bracket. Step 3 With your target tax bracket in hand, the next step would be to make an income plan for each year. The idea here is to identify which accounts you’ll withdraw from to meet your household spending needs while also adhering to your target tax bracket. This isn’t something you’d map out more than one year in advance. Instead, it’s an exercise you’d repeat at the beginning of each year, using that year’s numbers. What might this look like in practice? Suppose you’re age 65, retired and not yet collecting Social Security. In this case, your income—and thus your tax bracket—might be quite low. To get started, you’d want to withdraw enough from your tax-deferred accounts to meet your spending needs but without exceeding your target tax bracket. This would then bring you to a decision. If you’ve taken enough out of your tax-deferred accounts to meet your spending needs and still haven’t hit your target tax rate, then the next step would be to distribute an additional amount from your pre-tax accounts. But with this additional amount, you’d complete a Roth conversion, moving those dollars into a Roth IRA to grow tax-free from that point forward. How much should you convert? The answer here involves a little bit of judgment but is mostly straightforward: You’d convert just enough to bring your marginal tax bracket up into the target range. Some people prefer to go all the way to the top of their target bracket, while others prefer to back off a bit. The most important thing is just to get into the right neighborhood. What if, on the other hand, you’ve taken enough from your pre-tax accounts to reach your target tax rate, but that still isn’t enough to meet your spending needs? In that case, you wouldn’t take any more from your pre-tax accounts, and you wouldn’t complete any Roth conversions. Instead, you’d turn to your taxable accounts, where the applicable tax brackets will almost certainly be lower. Capital gains brackets currently top out at just 20%. Thus, for the remainder of your spending needs, the most tax-efficient source of funds will be your taxable account. What if you aren’t yet age 59½? Would that upend a plan like this? A common misconception is that withdrawals from pre-tax accounts entail a punitive 10% penalty. While that’s true, it isn’t always true, and there’s more than one way around it. One exception allows withdrawals from a workplace retirement plan like a 401(k) as long as you leave that employer at age 55 or later. In that case, as long as you don’t roll over the account to an IRA, you’d be free to take withdrawals without penalty. If you’re retiring before age 55, you’ll want to learn about Rule 72(t). This allows for withdrawals from pre-tax accounts at any age, as long as you agree to what the IRS refers to as substantially equal periodic payments (SEPP) from your pre-tax assets. The SEPP approach definitely carries restrictions, but if you’re pursuing early retirement, and the bulk of your assets are in pre-tax accounts, this might be just the right solution.   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 »

Well That’s A Bummer!

"I doubt I will be doing a manual backcheck to validate the findings, I wouldn't finish before my funeral! I guess I could duplicate the on a different AI platform but will that be any more accurate, and if different which one is correct? During the back testing process I did have Gemini provide tables showing values for each of the 20 years, balance for stocks and bonds, % growth, number of transactions, days between transactions etc. Big picture nothing looked out if line and the activity expected during the GFC, Covid, 2022 seemed to be aligned. I did observe that AI was making assumptions, for example in one scenario the bonds dropped to $250k to buy stocks during the GFC drawdown, hence the additional prompts and guard rails put in place in subsequent scenarios. As the prompts became more restrictive the end balances reduced. There were some scenarios which had higher returns but also had higher risk. The results seemed proportionate. On the drone counts. Professionally the company I work for has been using technology to count vehicles from CCTV and LiDAR backed with AI to track passenger volumes, movements and throughput at ticketing/security in airports. These products work very well and are reliable......... assuming reliable products were being used it must have been the large group of stoned visitors 😊☘️🍺"
- Grant Clifford
Read more »

Forget the 4% rule.

"I've witnessed the 4% rule in practice. After inheriting a non-spouse IRA in my forties, my required RMDs have averaged 3.75% over the last two decades. Even with the much higher (>5%) required RMDs of recent years, the IRA has grown more than 50% in value since I inherited. Of course, growth depends on investment type, market conditions, etc. Had I realized this and my future tax liability sooner, I would have withdrawn more agressively in the early years -- but taxes are a good problem to have!"
- Jo Bo
Read more »

Guardianship

"Ed, I hope so too, for your sake. It has been awful. We are hoping the worst is over. She will lose money on her house, since she only bought it 2 years ago, before we knew things were as bad as they were. Luckily Spouse and brother were able to intervene before she lost all her money like her sister did. C"
- baldscreen
Read more »

Free Newsletter

Get Educated

Manifesto

NO. 36: WE SHOULD consider working at least part-time into our late 60s and possibly beyond. That’ll not only help financially, but also it can bring a sense of purpose to our retirement.

think

LONGEVITY RISK. Spending down a retirement portfolio is tricky: You don’t know how long you will live—and hence there’s a risk you’ll run out of money before you run out of breath. To fend off that risk, limit annual portfolio withdrawals to 4% or 5%, delay Social Security to get a larger check and consider an immediate annuity that pays lifetime income.

act

ROUND UP the mortgage check. If you’re paying $1,512 a month, send the mortgage company $1,600 instead. It’s a painless way to increase savings, the extra $88 a month could allow you to pay off your mortgage years earlier and you’ll earn a pretax return equal to your mortgage’s interest rate. That return could be higher than you can get with high-quality bonds.

humans

NO. 69: WE'RE typically happier when we have regular contact with others. Eating at a restaurant or going to a concert is more fun with a companion. Those who are married tend to say they’re happier, while widowhood can devastate happiness. Indeed, a robust social network is associated not only with greater life satisfaction, but also greater longevity.

Help others

Manifesto

NO. 36: WE SHOULD consider working at least part-time into our late 60s and possibly beyond. That’ll not only help financially, but also it can bring a sense of purpose to our retirement.

Spotlight: Cars

Getting Used?

IN THE PAST, WE’VE always bought certified preowned cars. We know new cars lose a big chunk of their value when you drive them off the lot, so we had our eye on a used car when we started our search earlier this year.
Our goal was a Mercedes Benz GLC 300 AWD 4MATIC. My husband enjoys the negotiating and drama that comes with buying a car, so he investigated choices, checked out prices at dealerships and was ready to start his usual two-to-three-month car hunt.

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Taking Back the Wheel

WE FLEW BACK TO the U.S. last week from Madrid, and were reunited with our car of 12 years. After selling our house in late 2022 and going nomadic, we had headed to Europe six months ago, opting to have our 2008 Lexus SUV professionally stored.
In an earlier article, I recounted the thought process behind this decision. Suffice it to say, we chose this option largely because we had no firm plans for when we’d need our car again,

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Car Trouble

I WAS HAPPY TO receive this year’s boost to my Social Security benefit—but I’m regularly reminded that it doesn’t match the endless inflation.
A case in point: The same oil change at the same gas station for my 2020 Honda Fit cost me 28% more last week than it did nine months earlier. With detailed invoices, I could compare the reasons for the jump. Surprisingly, it wasn’t the cost of four quarts of full synthetic oil,

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Getting From A to B

DRIVE A BEATER. That’s what my coworker Neil admonished us to do. He explained that this was a key strategy on the path to financial freedom. Neil, as you might recall from one of my earlier articles, was the colleague who warned about the perils of funding a 401(k) plan.
All you really need is something to get you from point A to point B, Neil said, and consistently spending money on expensive cars simply meant you’d be forced to stay in the workforce longer.

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Conflicting and Confusing Economic Indicators

Although I feel I have at least an average level of intelligence, I truly cannot understand many financial issues, that I read and hear, from everyday people, politicians and more.
For example, gasoline prices seem to be a favorite topic, and I wonder why consumers are so concerned as they rise, while the prices of the vehicles have risen so much and why many those same people keep leasing and buying very expensive SUVs, Huge pick up trucks ,etc.

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Quinn is considering buying a Bentley

While driving on the highway recently I noticed the vehicle in front of us was a Bentley – an SUV no less. My immediate thought was that this SUV would never be part of an off road adventure – neither are most SUVs for that matter.
I had another thought too. Why would you spend that kind of money on a depreciating asset that costs a fortune to maintain? The price tag is about $279,000. That’s a lot of cash to get from A to B even in comfort.

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Spotlight: Saha

Risky Option

AS A KID, MY MOST revered manmade invention was not a train or a record player, but rather the Swiss Army pocketknife. When I saw it for the first time at a friend’s home, I was fascinated that it could cut paper, open bottles, file nails and more. I marveled at the engineering beauty and wished I had one of my own. Years later, I was in Switzerland for a short business trip and had some free time for souvenir shopping. I saw a Wenger Swiss Army knife and fondly remembered my childhood wish. Without a second thought, I bought one that had a dozen or so attachments. After returning home, I was eager to show off my new toy to my wife and daughter. I used it wherever I could. My daughter was amused to discover the child in her dad. My wife teased me about my sudden interest in kitchen chores. Sadly, a minor mishap soon ended my excitement. My wife was trying to open a jar that was stubbornly jammed. I offered to help and took out my pocketknife to showcase its versatility. The first few attempts failed, and yet I didn’t want to give up on my favorite tool. I opened more blades and applied pressure. The knife slipped and I badly cut my hand. I recalled this incident a few years ago, when I was learning about financial derivatives, and specifically stock and index options. I was intrigued by Warren Buffett’s view of derivatives as “financial weapons of mass destruction.” I researched online, attended webinars and even studied a 1,000-page book. It struck me that options were the Swiss Army knife of investment tools. They’re elegant, versatile and nifty, but also deceptively dangerous even for experienced investors. Their elegance lies in the simplicity of the basic…
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Final Chapter

SIX YEARS AGO, I MADE a big life decision: I opted to scale back my work week with an eye to easing into early retirement. I stayed in the same role, but reduced my hours and responsibilities, took a proportional pay cut, and bid farewell to potential future promotions. Essentially, my human capital shifted from a growth investment to an immediate-fixed annuity for the remainder of my part-time employment. The change turned out to be far more fulfilling than I’d anticipated. With a four-day weekend every week of the year, I found ample time to unwind from work and indulge in my passions. Even with fewer hours, I consistently met the reduced job expectations and felt valued for my contributions. The ongoing paycheck, though smaller, spared me from dipping into my nest egg, enabling it to grow and add to my financial cushion. Most important, I remained connected with my teammates and enjoyed the social interaction. Still, my new setup had one major drawback. While I managed to take occasional short vacations, my family circumstances demanded longer spells away from work. My aging mother lives alone in India and is reluctant to travel abroad. To spend more time with her, I needed to visit her often and stay for prolonged periods. To be clear, my mother doesn’t require me to live with her and look after her. Throughout her life, she’s been self-sufficient, and my brother and his family live just a few miles away, offering their support as needed. Instead, it’s my desire to spend time with her and do things together, while she’s in good health. My aspirations required the flexibility to take longer, unplanned leaves a few times a year. Sadly, this isn’t feasible in my current role as an engineering manager overseeing a growing software product.…
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My Preference

I WAS PLEASANTLY surprised recently when a lump-sum dividend payment showed up in my brokerage account. It was from a preferred stock I bought a few years ago to boost my investment income. The windfall reminded me of the three criteria I’d used to screen preferred shares: Taxation. Unlike bond payments, which are taxed as ordinary income, the income payments from most—but not all—preferred stocks enjoy the favorable tax treatment given to qualified dividends. Since my investments were in a taxable brokerage account, I avoided preferred stocks that didn’t offer this favorable tax treatment. Callable. Preferred stocks typically don’t have a set maturity date, but many of them are callable at the issuer’s discretion. I decided not to pay more than face value for a preferred stock if the call date had already passed or was approaching soon. A few of my preferred stocks have been called away over the years. But since I bought them at a discount, the extra buffer—the difference between the face value and my purchase price—was a consolation. Cumulative. If a bond misses a coupon payment, the creditors can go after the company. Not so with preferred shares. The board of directors can suspend all dividend payments indefinitely to preserve capital. When things look up, and the company can afford dividend payments again, it must resume the preferred stock dividend before that of the common stock. But what about the missed payments in the intervening period? This is where the cumulative feature comes into play. All unpaid dividends of a cumulative preferred stock must be paid before resuming common stock dividends. I opted to exclude noncumulative preferred stocks from my holdings. My surprise lump-sum payment was from the cumulative preferred shares of Pacific Gas and Electric, the San Francisco-based utility. The company got into legal…
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Honeymoon At Last

I'VE BEEN MARRIED TWICE, yet neither time could I take my newlywed wife on a proper honeymoon, let alone a lavish one. Hearing the honeymoon stories of others always left me feeling wistful, tinged with a hint of envy. My first marriage was a bit rushed. My first wife—now my ex—and I wanted a no-frills civil marriage followed by a simple reception. But my parents insisted on a traditional Bengali wedding with its array of rituals, many of which seemed meaningless to me. The clash between my youthful arrogance and my parents’ orthodox stance blew this seemingly minor disagreement out of proportion, and it didn’t end well. Long story short, I left amid a heated argument and decided to do things my way. My fiancée and I exchanged vows in the office of a marriage registrar in Kolkata. A few close friends attended the modest celebration that followed, but none of my family. Disappointed and disheartened by how things unfolded, we weren’t in the mood for a honeymoon. Thankfully, sanity prevailed after a few months. Faced with the consequences of our stubbornness and momentary lapse of reason, both my parents and I hurried to reconcile and mend the emotional wounds. It took some time to move past the bitter experience. By the time the dust settled, it was too late for a honeymoon. My second wedding wasn’t entirely devoid of tension, albeit for a different reason. Divorce and remarriage are still uncommon and frowned upon in our culture and family. For undertaking such a step, both Bonny—my soon-to-be second wife and a single mother—and I were pioneers in our respective families. As the wedding day neared, we felt the apprehension of “what would people say” hovering over our parents and elders. The wedding turned out to be less dramatic than…
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The Art of Spending

I GREW UP IN a middle-class family in Kolkata, India. Like most folks, my relationship with money was shaped by my parents’ financial habits. They were on different sides of the saver-spender continuum. My homemaking mother strove to live beneath our family’s means and never seemed to feel deprived. By contrast, my father—even with a modest salary from his government job—was focused on the art of spending. At my mother’s insistence, my father bought most of our household supplies from wholesalers and cooperative stores, instead of the pricier local bazaar. Branded condiments and drink concentrates were missing from our grocery list, because my mother considered them overpriced. Instead, she joined a community food-processing center to learn how to make tomato ketchup, rose syrup and the like. She used to make enough for our family, as well as neighbors and relatives. My childhood friends still reminisce about the homemade mango-flavored drinks that she served them on hot summer days. Meanwhile, my father had no problem paying up for convenience and life-enhancing extras. He wasn’t extravagant, but he wouldn’t be deterred by the price tag if he felt an item was worthwhile. Years before television became mainstream, he bought a black-and-white set for our home. A few years later, a basic refrigerator appeared in our kitchen to give my mother a break from daily cooking. To manage these expensive purchases, he’d set a financial goal and then save regularly toward the cost. When I first started working, I continued to live with my parents and—similar to my father—made a few big purchases. I installed an inverter power generator to combat the frequent electricity cuts at that time. I learned to drive and bought a used car—our family’s first ever vehicle—for occasional commutes when public transport was inconvenient. Each purchase emptied my accumulated savings…
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Diminished Value

A CRUCIAL STEP WHEN buying a preowned car is to scrutinize its Carfax report. A single-owner car with a regular maintenance history and which was driven solely for personal use should be a safe bet, while an accident record gives most people pause. All things being equal, a car that was in an accident, however minor, ought to cost less than a similar one with a clean history. Some bargain hunters don’t mind taking a chance on a car with an accident history as long as it drives well. After all, the discount can be quite attractive. This might seem unfair for a seller who wasn’t at fault for the accident. Even if the car was repaired to perfection and the tab was picked by the other party’s insurance, how does the owner recover the value lost? A recent accident forced us to find out the answer. We flew across the country to spend the Labor Day week with my brother-in-law. While driving us around in his almost-new car, he was rear-ended by a pickup truck. Thankfully, no one was hurt, and the car was still drivable. The pickup’s apologetic driver accepted fault and assured us that his insurance would cover all repairs. Still, we worried about the car’s market value. It turns out that my brother-in-law can recoup some of the loss through a diminished value claim. First, he needs to get a fair estimate of the loss of market value due to the accident. This might involve researching prices of similar used cars with and without an accident history, or even getting a free estimate. Next, he must contact the other driver’s insurance company and specifically request diminished value compensation. This amount would be on top of the repair and rental costs. The claim should be made in a…
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