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Forget the 4% rule.

"A few years ago I concluded I was under withdrawing. I begin with the RMD calculations but shifted to a modified guardrails approach. I evaluated just about every approach Christine Benz writes about at Morningstar. I ran a few scenarios and decided the MGA was best for me.  I have both traditional and Roth IRAs. My largest single annual withdrawal was 10% of the total value of these accounts. However, these accounts recovered and currently indicate a peak value. That’s been generally true on December 31 of each year. Because of circumstances we haven’t spent all of our withdrawal in recent years. That’s likely to be so in 2026. We are fortunate and don’t have to exercise caution with our spending. We’ve increased our charitable giving and G is currently on the east coast caring for an elderly relative. We have no concerns about the cost of her trips, which number 3-4 each year.  I’ll probably take a larger withdrawal this year. It is really more about tax management at this point. I’m allowing our taxed accounts to increase in value although I want to avoid going up a bracket with withdrawals. I have no intention of taking additional withdrawals from the Roth IRA in the foreseeable future."
- normr60189
Read more »

When Luck Rises, Be Ready to Dig

"One of my favorite Jimmy Buffett-isms, "yesterday is over my shoulder, so I can't look back for too long...""
- Dan Smith
Read more »

My Favorite Rx

"LOL, Linda, wine is a great chaser for chill pills. "
- Dan Smith
Read more »

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

"From personal experience layoffs are a tricky subject and there’s a great deal of nuance. For the largest of companies that have 10s of thousands of employees there can be many factors which drive layoffs. Whether it be economic conditions, change in direction of the company, management or mismanagement, or simply pleasing Wall Street! For many reasons the process for performing layoffs may seem sterile but unfortunately from an HR and business security perspective it has to be. Many employees for large companies receive very generous severance packages. For small companies there is little incentive to let people go, they are our number one resource. It can take a long time and financial resources to replace the employees further down the line. But circumstances outside of the business’ control can make layoffs a necessary evil in order to keep the doors open. I work in the architecture and engineering field. In July 2008 it was announced that I would manage our local office of about 50 employees starting January 1, 2009. In July 2008 business was booming, and we couldn’t hire someone if we tried. September 15 Lehman Brothers filed for bankruptcy. By January 1, 2009, I inherited an office with a rapidly declining book of business as clients cancelled projects. We were a satellite office and also navigating the proclamations received from ‘mothership’. On the personal side of things my was wife was laid off while I was simultaneously planning a business future with fewer employees. Without doubt this was the hardest time of my career. Not because of the long hours spent trying to keep the business viable but because letting people go was so emotional and stressful. I knew everyone personally and knew the impact this would have on their families / personal life. The list of those to be let go changed 3-4 times a day as I sweated the details and consulted with senior colleagues. If skillsets were similar, what if one employee has two young children and mortgage and another a single person who rented an apartment? Is there a right answer? There were many other factors to account for. I still lose sleep over the day when the layoffs were made and unfortunately had to repeat the process in January 2010. The plan for our office was to avoid the weekly lay-off scenario. We also wanted to reassure retained employees that all things being equal we had a plan for the rest of the year. We watched from afar the weekly torture in other parts of the company. From a purely $ numbers perspective being ahead of the curve actually saved jobs long term. When I received calls from mothership to cut more people, I simply declined, indicating that our business was in equilibrium and we were not the problem! I fully expected to be locked out of my computer the next day. Even though we carefully prepared with HR and tried to be as humane as possible during the lay-off process, I am sure the only thing the affected employees heard was the fact they no longer had a job. Severance packages, COBRA, resources we would make available to find new employment, in one ear out the other. Understandably so. HR demanded that e-mail be shut down. We negotiated the ability for employees to retrieve personal information from computers and to copy information that would help them to update their resumes/portfolios, under supervision, and allowed the affected employees to come back at a different time, after hours if they desired. While I am still happy working part-time, I am so glad I don’t have to deal with this aspect of business anymore. One size doesn’t fit all."
- Grant Clifford
Read more »

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

"Yet there are HD Forum posts active right now that speak of layoffs, the state of retirement in America, and the influence of luck (or lack of same). There are times when it's not because of a choice, but rather situations with outcomes that negatively impact random folks. As has been said here on HD before, we exist in rarified air. For the most part we've grabbed the brass ring and are reaping the benefits. Everyone else (90%? 95%?) is breaking even or struggling. In times like these I like to think of the Golden Rule and wish it was more uniformly applied."
- 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 »

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
Read more »

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
Read more »

Forget the 4% rule.

"A few years ago I concluded I was under withdrawing. I begin with the RMD calculations but shifted to a modified guardrails approach. I evaluated just about every approach Christine Benz writes about at Morningstar. I ran a few scenarios and decided the MGA was best for me.  I have both traditional and Roth IRAs. My largest single annual withdrawal was 10% of the total value of these accounts. However, these accounts recovered and currently indicate a peak value. That’s been generally true on December 31 of each year. Because of circumstances we haven’t spent all of our withdrawal in recent years. That’s likely to be so in 2026. We are fortunate and don’t have to exercise caution with our spending. We’ve increased our charitable giving and G is currently on the east coast caring for an elderly relative. We have no concerns about the cost of her trips, which number 3-4 each year.  I’ll probably take a larger withdrawal this year. It is really more about tax management at this point. I’m allowing our taxed accounts to increase in value although I want to avoid going up a bracket with withdrawals. I have no intention of taking additional withdrawals from the Roth IRA in the foreseeable future."
- normr60189
Read more »

When Luck Rises, Be Ready to Dig

"One of my favorite Jimmy Buffett-isms, "yesterday is over my shoulder, so I can't look back for too long...""
- Dan Smith
Read more »

My Favorite Rx

"LOL, Linda, wine is a great chaser for chill pills. "
- Dan Smith
Read more »

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

"From personal experience layoffs are a tricky subject and there’s a great deal of nuance. For the largest of companies that have 10s of thousands of employees there can be many factors which drive layoffs. Whether it be economic conditions, change in direction of the company, management or mismanagement, or simply pleasing Wall Street! For many reasons the process for performing layoffs may seem sterile but unfortunately from an HR and business security perspective it has to be. Many employees for large companies receive very generous severance packages. For small companies there is little incentive to let people go, they are our number one resource. It can take a long time and financial resources to replace the employees further down the line. But circumstances outside of the business’ control can make layoffs a necessary evil in order to keep the doors open. I work in the architecture and engineering field. In July 2008 it was announced that I would manage our local office of about 50 employees starting January 1, 2009. In July 2008 business was booming, and we couldn’t hire someone if we tried. September 15 Lehman Brothers filed for bankruptcy. By January 1, 2009, I inherited an office with a rapidly declining book of business as clients cancelled projects. We were a satellite office and also navigating the proclamations received from ‘mothership’. On the personal side of things my was wife was laid off while I was simultaneously planning a business future with fewer employees. Without doubt this was the hardest time of my career. Not because of the long hours spent trying to keep the business viable but because letting people go was so emotional and stressful. I knew everyone personally and knew the impact this would have on their families / personal life. The list of those to be let go changed 3-4 times a day as I sweated the details and consulted with senior colleagues. If skillsets were similar, what if one employee has two young children and mortgage and another a single person who rented an apartment? Is there a right answer? There were many other factors to account for. I still lose sleep over the day when the layoffs were made and unfortunately had to repeat the process in January 2010. The plan for our office was to avoid the weekly lay-off scenario. We also wanted to reassure retained employees that all things being equal we had a plan for the rest of the year. We watched from afar the weekly torture in other parts of the company. From a purely $ numbers perspective being ahead of the curve actually saved jobs long term. When I received calls from mothership to cut more people, I simply declined, indicating that our business was in equilibrium and we were not the problem! I fully expected to be locked out of my computer the next day. Even though we carefully prepared with HR and tried to be as humane as possible during the lay-off process, I am sure the only thing the affected employees heard was the fact they no longer had a job. Severance packages, COBRA, resources we would make available to find new employment, in one ear out the other. Understandably so. HR demanded that e-mail be shut down. We negotiated the ability for employees to retrieve personal information from computers and to copy information that would help them to update their resumes/portfolios, under supervision, and allowed the affected employees to come back at a different time, after hours if they desired. While I am still happy working part-time, I am so glad I don’t have to deal with this aspect of business anymore. One size doesn’t fit all."
- Grant Clifford
Read more »

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

"Yet there are HD Forum posts active right now that speak of layoffs, the state of retirement in America, and the influence of luck (or lack of same). There are times when it's not because of a choice, but rather situations with outcomes that negatively impact random folks. As has been said here on HD before, we exist in rarified air. For the most part we've grabbed the brass ring and are reaping the benefits. Everyone else (90%? 95%?) is breaking even or struggling. In times like these I like to think of the Golden Rule and wish it was more uniformly applied."
- 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 »

Free Newsletter

Get Educated

Manifesto

NO. 23: IF WE DON’T have much money, we should compensate with time—by starting to save when we’re young, holding stocks for decades and encouraging our children to do the same.

Truths

NO. 10: WALL STREET always strives to look its best. To ensure mutual fund expenses and advisory fees appear small, they’re expressed as a percent of the dollars we invest, not as a percent of our likely gain. To make their results appear more impressive, money managers pick their benchmark indexes carefully and use cumulative return “mountain” charts.

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.

Homes

Manifesto

NO. 23: IF WE DON’T have much money, we should compensate with time—by starting to save when we’re young, holding stocks for decades and encouraging our children to do the same.

Spotlight: Lists

Read This for FREE!

To my best recollection, I first came across the book Predictably Irrational by Dan Ariely while on vacation. While my wife was checking out clothing and jewelry stores—a mild form of torture for me—I found a local bookstore and flipped through some of the more interesting chapters in Ariely’s book. One chapter’s thesis is that getting free stuff can be “a source of irrational excitement.” While the chapter is mostly about how our penchant for free things can be manipulated by marketers,

Read more »

My Mistakes

My challenge to you: List your top financial mistakes. Not sure you want to invite the ridicule of others? To make everybody a little more comfortable, I’ll go first. Here are my top six:

When I started investing in the late 1980s and early 1990s, I bought individual stocks and actively managed mutual funds. Admittedly, I went this route because it allowed this cash-strapped investor to get started in the financial markets with a few hundred dollars,

Read more »

Lessons of a Lifetime

MY RETIREMENT finances today are based on actions I took over six-plus decades, starting at age 18. Early on, I tried my hand at picking stocks and beating the market—to my regret. As time went on, I became more sensible.
Want to avoid my mistakes? Here are 10 tips based on my lifetime of managing money:

Start saving as soon as you have cash—it might be from shoveling snow, raking leaves or loose change—and never stop.

Read more »

Not Doing It

This is the time of year when financial writers dish out advice for the year ahead. But who wants another to-do list? Here are five things I won’t be doing in 2025:
Flying economy on international flights. Our 2024 trip to Ireland finally broke me. Sitting upright on an overnight transatlantic flight is just too much for my ailing body. I can manage economy on a daytime flight, but now find it pure misery when flying overnight.

Read more »

Join me on a trip down memory lane. It’s likely too long a trip for many readers

Regular HD readers know how old I am, but just for fun how about a trip down memory lane to a very different time. 

When I was a child an ice cream cone was a dime, a slice of pizza was $0.15. There were no malls. Where there are malls today, there were dairy and cattle farms.
When I was really young our milk was delivered by horse and wagon kept cool by blocks of ice. 

Read more »

Reality Check

A QUOTE OFTEN attributed to Mark Twain goes as follows: “It ain’t what you don’t know that gets you into trouble. It’s what you know for sure that just ain’t so.”
This certainly applies to personal finance, and it’s why it can be helpful to take a step back sometimes to revisit widely held notions—including these six.
1. Social Security. You may have heard of Social Security’s “earnings test,” which can reduce the size of monthly checks for those who continue working after claiming benefits.

Read more »

Spotlight: Crothers

Degrees of Doubt: When Higher Education Misses the Mark

I perhaps have a contrarian view of the utility of some higher education courses. This opinion has developed over the last 20 years or so, talking and interacting with younger staff I employed within my past business. Degree courses seem to have somewhat transformed into a business model, more influenced by volume over suitability of the course and proper weight being given to the future earning and retirement outcome expectations the course will achieve. To use a fishing analogy, casting the net wide doesn't necessarily provide the optimal catch quality, although the quantity of catch can still generate a higher revenue overall if the university business model is more focused on income generation over academic success. I question the suitability of some degree courses that, to my mind, are not well matched to employer needs. Not being an educator, my expertise is very limited and is based solely on observation. But I found that the one thing I always expected from an employee with a degree-level education was the ability for critical thinking. This has sadly not been the case on numerous occasions. Could this be related to the "cast the net wide" analogy? On balance, it seems probable. Moving on from academic quality or maybe I should use a less inflammatory “mismatch with the demand side for graduates” wording we come next to earning and retirement outcomes. With this subject we can get onto more of a data driven firmer footing than my previous personal impressions. For instance, studies indicate that approximately 20-28% of all undergraduates, depending on the specific degree course and various contributing factors, may achieve lower lifetime earnings and consequently poorer retirement outcomes than individuals who do not pursue a university degree. This significant minority underscores my earlier point about a 'mismatch with the demand side…
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Digital Lockout: A Cautionary Tale 

I recently flew to Spain to meet a friend who was coming from London. We enjoyed a few lovely days together until disaster struck. After spending an hour at the pool, my friend went to check his phone for the time—only to realize he'd forgotten to take his phone out of his swimming shorts pocket. By then, it was too late: the phone had slipped out and been sitting at the bottom of the pool the entire time. Attempts to revive the device failed, so we drove to the nearest phone store to purchase a replacement. That's when the problems compounded. Although his SIM card worked in the new phone, he couldn't validate the verification emails from his cloud backup services—there was no way to prove his identity without access to his accounts. The result? He was stuck in Spain with no access to his cash(all digital), return flight boarding documents, or phone contacts. As a self-employed contractor in the middle of signing up for a new contract, the potential loss of income and reputation couldn't have been worse. I'd never really considered this digital lockout scenario before, but watching my friend's increasing agitation and frustration as he unsuccessfully tried to access his much-needed details brought it powerfully home. Thankfully, after a further day of frustration, a friend of mine had the phone number of one of his friends. After a whole lot of upheaval and further phone calls, a key holder gained access to his home laptop and could confirm the validation emails. In total: three days of worry and disruption…and three days of all drinks and food on me. So what could my friend have done to avoid this nightmare?  Particularly when we're traveling and perhaps already out of our comfort zone. The solution, to my mind, isn't…
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A Rule of Thumb Is Not a Plan

Occasionally I read about a new method or model for determining your portfolio withdrawal rate during retirement, or a formula to use when setting your asset allocation. While there's nothing wrong with organisations trying to make things simple with these important questions, I sometimes wonder about how the research is framed. Normally it's a respectable financial institution, quite often backed by research from an in-house team or an academic institution, sometimes a combination of both. I'm sure the data and back-testing is rigorous and the intention is genuinely to help people figure things out. But I think the veneer of respectability can lull readers into a false sense of security. However you dress these research papers up, a simple truth is often lost in the data and jargon. They are all just rules of thumb. Useful perhaps as a rough outline, but not a substitute for planning grounded in your own personal circumstances. While it's the best tool we have, back-testing, as the name implies, is backward-looking. It tells you what would have worked across historical sequences of returns. It says nothing meaningful about your specific thirty-year window, which is genuinely personal. Markets, inflation, healthcare costs, tax policy, none of these will behave exactly as they have before. A rule derived from the past is being asked to do a job in an unknowable future. So leaning heavily on these shortcuts when making decisions about your financial future is, I think, a mistake. The question is what you should do instead. At the very least you should start by building a realistic picture of your yearly spending needs and mapping this across your planning horizon. I know that sounds straightforward but most people underestimate what it actually involves. Your spending won't be flat. Early retirement often brings higher discretionary costs:…
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The Absurdity of my Mental Financial Gymnastics

Yesterday an involuntary chuckle escaped my mouth. I hadn't entirely lost the plot and descended into madness—I happened to be thinking about my financial arrangements for the first few years of my recent retirement and in retrospect, I found them amusing. On Humble Dollar we all, I assume, like to think of ourselves as rational and reasonably "on the ball" when it comes to our retirement portfolio and finances. One of my choices makes me question my right to claim the same ability. Constructing our retirement "paycheck", particularly for those of us without a pension, is a crucial priority before pulling the plug and waving goodbye to the comfort of a regular wage. It's complicated with many moving parts to consider. In my case, I decided to cover my essential recurring expenses for the first ten years with a type of annuity called a term annuity that gives me great peace of mind. Beyond that, for my discretionary expenditure, I walked around the problem many times thinking about the best approach to the conundrum. In the end, I essentially gave up thinking about the problem and abdicated from making a decision, kicking the can down the road. I took a portion of the cash I received from selling my business and dumped two years of my expected discretionary spending into a money market fund and mentally ring-fenced it from the rest of my portfolio. I've exchanged some yield for the pleasure of simplicity. In the meantime I haven't sat on my laurels—I've constructed a bond ladder to take up the discretionary spending slack in two years time. It's all worked out fine, but I would be stretching the truth if I suggested my choices are the result of purely rational behaviour rather than a bit of convoluted mental accounting. So…
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The Flamingo Years: How to Lose Gracefully to a Ten-Year-Old

My ten-year-old grandson and I have developed what I like to think of as a moderately foolish competition: we put on our socks and shoes while balancing on one leg like a pair of demented flamingos. It makes us laugh, which is really the point, and so far I can hold my own, even with my eyes closed, which I mention not to boast but because it seems like the sort of detail that might become relevant later when I'm lying in a heap on the bedroom floor. The thing is, I've begun to notice it's getting harder, which is the body's way of sending you a memo that says, in effect, "Just so you know, we're not doing this forever." I'm in solid shape for fifty-eight, by which I mean I can complete a 5K road race without any training (though "complete" may be overstating things), hop on my bike for a ten-mile ride, and I genuinely love playing tennis and badminton, both of which demand fitness, flexibility, and the kind of reaction times that allow you to avoid being hit in the face by a shuttlecock traveling at speeds that would alarm a highway patrol officer. My playing time normally hits two hours of continuous action three times a week, though I'm playing fewer singles matches these days. This is partly because it's harder to compete against players in their thirties and forties, they have this annoying habit of being able to move, and partly because walking down the stairs the morning after a tough singles game has become an undertaking roughly equivalent to a Himalayan descent. Although I'm fit and healthy, my graying hair is finally getting through to me. I'm aging. In theory, I've always been aware of this inevitability in the same way I'm aware…
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Purple Handcuffs and the Gift of Time

I think on occasion it's nice to highlight a simple little pleasure of retirement—nothing earth-shattering, you understand, just something the gift of retirement time has allowed you to accomplish. Late yesterday morning I found myself standing on a mile-long sandy beach, the Atlantic breakers sounding like a jet engine and the wind trying its playful best to knock me over. I was accompanied by eight other retired individuals as we marshalled ourselves to conduct a voluntary beach and sand dune clean-up. We had a successful day together and unbelievably managed to gather nearly half a ton of discarded litter—a sad reflection on the attitude of some who visit our coastal retreats. We ran a fun little competition, keeping a separate small bag for our most unlikely find of the day. I thought I'd clinched victory with a slightly battered and rusted can of fly spray bearing Russian Cyrillic lettering, but at the end of the clean-up, the winner was crowned: a pair of purple fluffy handcuffs discovered deep in the extensive sand dune network. One can only imagine the story there. Though perhaps it's best not to. As we walked back to the car park, wind-battered and pleasantly tired, there was that satisfaction that comes from a job well done. Retirement has given us the luxury of time, and what better way to spend it than giving something back to the place that gives us so much? We stood huddled around someone's tailgate, passing around a thermos of coffee that tasted far better than it probably was, warming our hands on the cups and laughing about the day's finds one more time. Then, with promises to do it all again in a few months, we went our separate ways—already looking forward to the next improbable treasure hunt along our battered…
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