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Taxes

Tax Software 2026

"Bill, your posts are always helpful--Thanks!"
- Edmund Marsh
Read more »

Retirement

The Leap of Faith

"Good article Mark. To answer your question first, I didn’t have any trouble learning to spend. I did do a fair amount of research and figuring (no spreadsheets though) so knew where we stood. For context, we’re total return investors and have no problem selling assets to generate cash flow. To add to the annuity subtopic, we’re considering a single premium immediate annuity(s). It would provide guaranteed income until social security starts, and locks in today’s historically high interest rate on a portion of our portfolio. We would fund it from taxable assets so most of the monthly payment would be considered return of premium and therefore not taxed. We haven’t talked to a salesperson; this is a self-generated idea. As I said we’re total return investors, and it weren’t for current interest rates we probably wouldn’t consider the SPIA. But right now I’d say it’s more likely we do it than not. "
- Michael1
Read more »

Spending

Dickies simplistic view of personal finances

"Dick are you positive that you don't like puzzles? Your typical post either poses a puzzle or a state of puzzlement. Here are some quotes from recent your recent posts:  
  • Can someone explain the value of tracking expenses in detail?
  • Why can’t Americans put more effort into understanding Social Security?
  • The cost of living always goes up. Why are people, especially retirees, often surprised?
And what are your detailed examinations and explorations of Medicare, Social Security, HOAs etc. other than attempts to arrange the "pieces" of complicated and abstract jigsaw puzzles. No, I suspect that you thrive on puzzles.   Mark"
- Retired
Read more »

Saving

The Repair I Didn’t Need

"David, To take the subjectivity out of filter changes and other routines maintenance here is one approach to consider: Hang a small erasable whiteboard in your garage (ideally in sight from the driver's seat so you can routinely see the board and odometer at the same time). Keep a list of your routine or more significant upcoming maintenance listed with the miles (or dates if applicable). As for engine air filters I use 10K Miles, Cabin filters 20K miles (both intervals assume no extreme dust or pollen conditions (or allergies for the cabin filter). One of my favorite examples of crooked mechanics from the years past when I was too busy to do my own oil changes was when I was shown a picture of "my" very dirty air filter and told they needed to change it. Problem was, it was not mine. The photo was of someone else's. I had just changed mine the day before and it had an orange edge seal.The one in the picture had a black seal and and somewhat different dimensions. That was a local gas station not a dealer. They lost my business forever including gas purchases."
- Dunn Werking
Read more »

From HumbleDollar Founder Jonathan Clements

Behavior

Knowing Me

DOES OUR PERSONALITY help determine our financial success? It seems it does, or so says academic research. Psychologists have zeroed in on five key…
Read more »

Investing

Worth Sharing

"You won’t like the comments on any of the social media sites, they’ve become a white hot mess."
- malba2321457f4006
Read more »

Family

Talking to your kids about money

"I think talking to kids about money should start at an early age, but it doesn't have to be complicated. Simple everyday conversations can help children understand the value of money and develop good financial habits. For example, parents can involve their kids in grocery shopping, explain the difference between needs and wants, and encourage them to save a small amount of their allowance. These little experiences can teach important lessons about budgeting, saving, and responsible spending. I also believe financial literacy for kids becomes more effective when learning is fun and interactive. Activities like setting savings goals, playing money-related games, or planning a small family budget can help children understand financial concepts without feeling overwhelmed. As kids grow older, introducing topics like smart spending, earning money, and making financial decisions can prepare them for real-life responsibilities. Personally, I feel the most important thing is to make money conversations normal at home rather than treating finances as something children shouldn't discuss. How do you teach your kids about money? Do you prefer giving them an allowance or involving them in everyday financial decisions?"
- ethanwilliams
Read more »

Health

Brain Power

I KEEP PHYSICALLY active and exercise on a semi-regular basis. Maybe not as much as my wife suggests, but enough that I feel the burn during a workout, and experience those pesky muscle group aches the next day. However, there is one muscle that I should probably exercise more, and with greater fervor, especially now that I am retired. That muscle is the brain. In my humble opinion, the brain should be considered a critical retirement asset. I am keenly aware of my diminished mental acuity as I enter my third trimester of life. My ability to sort, store, and retrieve information has weakened. Furthermore, at two years into retirement, I find that I no longer push my brain muscles for hours at a time as I did during my working years. When I do push, my focus is shorter; my thoughts are not quite as deep. Where I used to swim deep with the fishes, I now wade shallow with the minnows. I joke with friends and colleagues that, as a former scientist-researcher-educator, my brain was my most critical piece of “capital equipment”. In reality, regardless of occupation or social status, the brain serves everyone as his or her most important asset for career placement, advancement, and success. There is irony in carefully protecting a financial retirement portfolio while paying considerably less attention to the biological asset responsible for managing it.  Many of us pour over our spreadsheets to ensure existing monetary assets will support our retirement years. I suggest that just like any other valuable asset, the brain requires continued monitoring. I am certainly guilty of giving my fiscal portfolio more attention than I do preserving the cognitive asset required to maintain it.  During my working years, brain “maintenance” was automatic; daily doses of research investigations, teaching and writing, kept this capital equipment asset exquisitely tuned. Now that I am retired, I find that much of the built-in capital expenditure for maintaining the brain is gone. I have this extraordinarily valuable piece of equipment lying around the house (upstairs) with no scheduled maintenance program.  Recognition that I require increased brain maintenance may be the first step. Perhaps all I need is simply a continued re-investment; a minor amount of intellectual capital deposited every day might do the trick to keep my most important muscle asset from depreciating. I thought to start by fortifying existing neurons. My twins bought me a subscription to Spotify, a music service that has eerily learned my likes and dislikes all too well. Figuring to rekindle teenage memories of the ‘70s, I created playlists that included the earliest albums I owned. Curiously, I am able to recall all the words from favorite songs written by The Beatles, Elton John, and The Kinks. Unfortunately these exercises can backfire. Let’s just say that once Bee Gees tunes, or associated images of John Travolta dancing in tight bell bottoms, get into your head, no amount of cognitive therapy can force them out.  On the flip side, some neurons simply left no forwarding address. Try as I may, I am unable to remember anything I learned in physics or calculus from that same decade. Those capital assets left no receipts; the intellectual ledger entries have been simply wiped clean from the grey matter processing center.  The creation of new neural pathways remains a challenge. I try to stay mentally engaged. While my time spent reading is probably similar to when working, the breadth of subjects has expanded. Less pure science, and more science fiction. What I really need is a way to consistently exercise and strengthen my brain’s problem-solving circuitry. I’ve tried jigsaw puzzles, however, my color deficiency leads to more frustration than completed projects. Apps are fun, but become less engaging once the logical paths to successful completion have been mastered. I tried to learn a new language, but the slow progress made me depressed. There is an oft-cited figure that it takes 10,000 deliberate and focused hours to achieve mastery in any particular field. At a realistic pace of 2 hours a day, for 6 days a week, mastery in any new field chosen would take roughly 16 years. That’s a significant time-related investment, and that investment comes with an opportunity cost. Time spent mastering one pursuit is time unavailable for another. At my current stage of life, time may actually be the capital asset in the shortest supply. I began new hobbies, such as woodworking and hydroponic gardening.  Each brings the challenge of new cognitive skills. Yet I don’t engage in those activities every day. Furthermore, it seems unrealistic that these activities will hold my interest intently for the time required to master these subjects.  Indeed, the only constant activity I’ve kept since retiring is that of napping. So, I guess I am on track to be a nap master in another decade or two. I could speed the process by taking longer naps, but on the surface that seems to defeat the overall goal of strengthening mental muscle growth and cognitive conditioning.  For now, I am beginning to realize that the overall goal may not truly be mastery of new skills at all. Rather I should focus on continued cognitive maintenance and investment. A little intellectual capital deposited every day may not make me an expert in anything new, but perhaps it will keep my most important capital biological asset from depreciating too quickly. Jeffrey K. Actor, PhD, was a professor at a major medical school in Houston for more than 25 years, serving as an academic researcher with interests in how immune responses function to fight pathogenic diseases. Jeff’s retirement goals are to write short science fiction stories, volunteer in the community and spend time in his garden. Check out his earlier articles.
Read more »

Health

Dropping My Subsidized Retiree Health Plan for a Medigap Plan G—Am I Crazy to Pay $2K+ More?

"As I noted, I'm new to this game, and am by no means an expert on this topic. But a lot of this is fresh in my mind after having just gone through this. But you need to do your own research. Don't take what you see here as gospel truth. That said .... first, if you are happy with your Medicare Advantage plan and it has served you well for 12 years, you are wise to be cautious about switching. As you noted, your network of doctors is stable and you have access to the care you need.However, your concern about future restrictions on care or changes to provider networks is valid, as those are common frustrations with Advantage plans. The critical issue you must investigate before making any decision is medical underwriting. At 77 years old, with a history of stents, you would likely have to undergo medical underwriting to purchase a separate Medigap (supplement) plan. Unlike during your initial enrollment period, insurers can review your health history and deny you coverage or charge a significantly higher premium based on your condition. A history of stents is a major risk factor and could very likely result in a decline. The only way to avoid medical underwriting is if you qualify for a "guaranteed issue" right. This is a specific set of circumstances where an insurer must sell you a Medigap policy regardless of your health.
  • Federal Rules: You generally get guaranteed issue rights if your current Medicare Advantage plan is ending, you move out of the plan's service area, or if you joined an Advantage plan for the first time and want to switch back to Original Medicare within the first year (a "trial right"). Voluntarily leaving your plan because you are worried about the future does not trigger a federal guaranteed issue right.
  • State Rules: This is where it gets complex. Some states, such as New York, Connecticut, Maine, and Massachusetts, have additional laws that offer broader or continuous guaranteed issue rights, or "birthday rules" that allow you to switch policies annually.
As you can see, there are many conditionals. You cannot make an informed decision without consulting a trusted, independent Medicare insurance agent or your State Health Insurance Assistance Program (SHIP). They can help you understand your specific health underwriting risks and whether any guaranteed issue rights apply to you based on where you live."
- John Katz
Read more »

Investing

Do insiders know something when they buy their own company’s stock?

"Has your company looked into trading based on politicians' stock purchases? I remember seeing an app that made it easier for people to see the stocks politicians purchased, but I never seriously considered looking into it further because I've always been an index investor. I'm more curious than anything if your company has looked into that. In theory, it seems like it would be a good way to invest but then again, with the delayed timing of politicians' stock disclosures I imagine the benefit of copying them might be limited."
- Brent Wilson
Read more »

Investing

One in six Nasdaq companies says it may not last another year

"Thanks, Harold, that is the part a count can't show. The quarterly reports I counted carry management's own version of that 12-month test, and it rarely goes away quickly: of the companies that warned in a report filed between January and May, 94% still warned in the next one. Your point about credit agreements is probably part of why."
- Daniel Oliveira
Read more »

Taxes

Tax Software 2026

"Bill, your posts are always helpful--Thanks!"
- Edmund Marsh
Read more »

Retirement

The Leap of Faith

"Good article Mark. To answer your question first, I didn’t have any trouble learning to spend. I did do a fair amount of research and figuring (no spreadsheets though) so knew where we stood. For context, we’re total return investors and have no problem selling assets to generate cash flow. To add to the annuity subtopic, we’re considering a single premium immediate annuity(s). It would provide guaranteed income until social security starts, and locks in today’s historically high interest rate on a portion of our portfolio. We would fund it from taxable assets so most of the monthly payment would be considered return of premium and therefore not taxed. We haven’t talked to a salesperson; this is a self-generated idea. As I said we’re total return investors, and it weren’t for current interest rates we probably wouldn’t consider the SPIA. But right now I’d say it’s more likely we do it than not. "
- Michael1
Read more »

Spending

Dickies simplistic view of personal finances

"Dick are you positive that you don't like puzzles? Your typical post either poses a puzzle or a state of puzzlement. Here are some quotes from recent your recent posts:  
  • Can someone explain the value of tracking expenses in detail?
  • Why can’t Americans put more effort into understanding Social Security?
  • The cost of living always goes up. Why are people, especially retirees, often surprised?
And what are your detailed examinations and explorations of Medicare, Social Security, HOAs etc. other than attempts to arrange the "pieces" of complicated and abstract jigsaw puzzles. No, I suspect that you thrive on puzzles.   Mark"
- Retired
Read more »

Saving

The Repair I Didn’t Need

"David, To take the subjectivity out of filter changes and other routines maintenance here is one approach to consider: Hang a small erasable whiteboard in your garage (ideally in sight from the driver's seat so you can routinely see the board and odometer at the same time). Keep a list of your routine or more significant upcoming maintenance listed with the miles (or dates if applicable). As for engine air filters I use 10K Miles, Cabin filters 20K miles (both intervals assume no extreme dust or pollen conditions (or allergies for the cabin filter). One of my favorite examples of crooked mechanics from the years past when I was too busy to do my own oil changes was when I was shown a picture of "my" very dirty air filter and told they needed to change it. Problem was, it was not mine. The photo was of someone else's. I had just changed mine the day before and it had an orange edge seal.The one in the picture had a black seal and and somewhat different dimensions. That was a local gas station not a dealer. They lost my business forever including gas purchases."
- Dunn Werking
Read more »

From HumbleDollar Founder Jonathan Clements

Behavior

Knowing Me

DOES OUR PERSONALITY help determine our financial success? It seems it does, or so says academic research. Psychologists have zeroed in on five key…
Read more »

Investing

Worth Sharing

"You won’t like the comments on any of the social media sites, they’ve become a white hot mess."
- malba2321457f4006
Read more »

Family

Talking to your kids about money

"I think talking to kids about money should start at an early age, but it doesn't have to be complicated. Simple everyday conversations can help children understand the value of money and develop good financial habits. For example, parents can involve their kids in grocery shopping, explain the difference between needs and wants, and encourage them to save a small amount of their allowance. These little experiences can teach important lessons about budgeting, saving, and responsible spending. I also believe financial literacy for kids becomes more effective when learning is fun and interactive. Activities like setting savings goals, playing money-related games, or planning a small family budget can help children understand financial concepts without feeling overwhelmed. As kids grow older, introducing topics like smart spending, earning money, and making financial decisions can prepare them for real-life responsibilities. Personally, I feel the most important thing is to make money conversations normal at home rather than treating finances as something children shouldn't discuss. How do you teach your kids about money? Do you prefer giving them an allowance or involving them in everyday financial decisions?"
- ethanwilliams
Read more »

Health

Brain Power

I KEEP PHYSICALLY active and exercise on a semi-regular basis. Maybe not as much as my wife suggests, but enough that I feel the burn during a workout, and experience those pesky muscle group aches the next day. However, there is one muscle that I should probably exercise more, and with greater fervor, especially now that I am retired. That muscle is the brain. In my humble opinion, the brain should be considered a critical retirement asset. I am keenly aware of my diminished mental acuity as I enter my third trimester of life. My ability to sort, store, and retrieve information has weakened. Furthermore, at two years into retirement, I find that I no longer push my brain muscles for hours at a time as I did during my working years. When I do push, my focus is shorter; my thoughts are not quite as deep. Where I used to swim deep with the fishes, I now wade shallow with the minnows. I joke with friends and colleagues that, as a former scientist-researcher-educator, my brain was my most critical piece of “capital equipment”. In reality, regardless of occupation or social status, the brain serves everyone as his or her most important asset for career placement, advancement, and success. There is irony in carefully protecting a financial retirement portfolio while paying considerably less attention to the biological asset responsible for managing it.  Many of us pour over our spreadsheets to ensure existing monetary assets will support our retirement years. I suggest that just like any other valuable asset, the brain requires continued monitoring. I am certainly guilty of giving my fiscal portfolio more attention than I do preserving the cognitive asset required to maintain it.  During my working years, brain “maintenance” was automatic; daily doses of research investigations, teaching and writing, kept this capital equipment asset exquisitely tuned. Now that I am retired, I find that much of the built-in capital expenditure for maintaining the brain is gone. I have this extraordinarily valuable piece of equipment lying around the house (upstairs) with no scheduled maintenance program.  Recognition that I require increased brain maintenance may be the first step. Perhaps all I need is simply a continued re-investment; a minor amount of intellectual capital deposited every day might do the trick to keep my most important muscle asset from depreciating. I thought to start by fortifying existing neurons. My twins bought me a subscription to Spotify, a music service that has eerily learned my likes and dislikes all too well. Figuring to rekindle teenage memories of the ‘70s, I created playlists that included the earliest albums I owned. Curiously, I am able to recall all the words from favorite songs written by The Beatles, Elton John, and The Kinks. Unfortunately these exercises can backfire. Let’s just say that once Bee Gees tunes, or associated images of John Travolta dancing in tight bell bottoms, get into your head, no amount of cognitive therapy can force them out.  On the flip side, some neurons simply left no forwarding address. Try as I may, I am unable to remember anything I learned in physics or calculus from that same decade. Those capital assets left no receipts; the intellectual ledger entries have been simply wiped clean from the grey matter processing center.  The creation of new neural pathways remains a challenge. I try to stay mentally engaged. While my time spent reading is probably similar to when working, the breadth of subjects has expanded. Less pure science, and more science fiction. What I really need is a way to consistently exercise and strengthen my brain’s problem-solving circuitry. I’ve tried jigsaw puzzles, however, my color deficiency leads to more frustration than completed projects. Apps are fun, but become less engaging once the logical paths to successful completion have been mastered. I tried to learn a new language, but the slow progress made me depressed. There is an oft-cited figure that it takes 10,000 deliberate and focused hours to achieve mastery in any particular field. At a realistic pace of 2 hours a day, for 6 days a week, mastery in any new field chosen would take roughly 16 years. That’s a significant time-related investment, and that investment comes with an opportunity cost. Time spent mastering one pursuit is time unavailable for another. At my current stage of life, time may actually be the capital asset in the shortest supply. I began new hobbies, such as woodworking and hydroponic gardening.  Each brings the challenge of new cognitive skills. Yet I don’t engage in those activities every day. Furthermore, it seems unrealistic that these activities will hold my interest intently for the time required to master these subjects.  Indeed, the only constant activity I’ve kept since retiring is that of napping. So, I guess I am on track to be a nap master in another decade or two. I could speed the process by taking longer naps, but on the surface that seems to defeat the overall goal of strengthening mental muscle growth and cognitive conditioning.  For now, I am beginning to realize that the overall goal may not truly be mastery of new skills at all. Rather I should focus on continued cognitive maintenance and investment. A little intellectual capital deposited every day may not make me an expert in anything new, but perhaps it will keep my most important capital biological asset from depreciating too quickly. Jeffrey K. Actor, PhD, was a professor at a major medical school in Houston for more than 25 years, serving as an academic researcher with interests in how immune responses function to fight pathogenic diseases. Jeff’s retirement goals are to write short science fiction stories, volunteer in the community and spend time in his garden. Check out his earlier articles.
Read more »

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Get Educated

Manifesto

NO. 70: AS WE decide how much debt to take on and how much money to save, we should ask ourselves a key question: Will our future self be happy with the choices we make today?

think

LAND VS. DWELLING. As you ponder real-estate returns, it helps to distinguish the dwelling from the land underneath. You can be fairly confident the land will appreciate over time. By contrast, the dwelling will deteriorate, requiring maintenance and occasional upgrades. But the dwelling also provides shelter—the key reason to own a home.

act

CHECK YOUR LIFE insurance coverage. Do you need more because you recently got married, had children or took out a mortgage? Could you ditch coverage because the kids have left home, the mortgage is paid off or you now have substantial savings? Many folks need heaps of coverage in their 30s but none in their 60s—a reason to favor term insurance.

Truths

NO. 53: BIG LOSSES devastate investment compounding. To grow wealthy over time, we should diversify broadly, including owning uncorrelated assets, so we earn healthy gains most years—and avoid big losses. The math of investment losses is brutal: Lose 25% and we need a 33% rebound to get back to even. Lose 50%? Now, we need a 100% gain to recover.

Article archive

Manifesto

NO. 70: AS WE decide how much debt to take on and how much money to save, we should ask ourselves a key question: Will our future self be happy with the choices we make today?

Spotlight: Estate Plan

Fifty Ways

I like the idea of writing my obituary in the first person. I have composed a few drafts of such an obituary. It has been fun recalling memories from my youth and of raising my children, and thinking about the 8,590 or so days that…
Read more »

Death Benefits

I TURN AGE 62 IN January—which means I could claim Social Security retirement benefits and perhaps collect at least a few monthly checks before I succumb to cancer. But is that the smartest strategy? One of my top priorities is ensuring Elaine is financially comfortable…
Read more »

Gifting Confusion

I thought the IRS gifting rules were pretty straight forward and I understood them.  Any individual can give $19K (in 2025) to anyone else w neither a gift tax or reporting requirement.  Seems pretty clear. Then I dug a little deeper online which was maybe…
Read more »

Do you know about community property trusts?

Five non community property states - Alaska, Florida, Kentucky, South Dakota and Tennessee, currently allow married couples to create community property trusts (CPT). The benefit of a CPT is the potential income tax savings to a surviving spouse via the full 'step-up' in basis of…
Read more »

Signing up for pre-planned funeral services: Is it worth it?

The last few days have been hectic, attending a funeral for a friend as well as an information session by a local funeral home. I learned a lot from the presentation on funeral services. Pre-planned funerals can ease the burden on survivors. They claim it…
Read more »

No Slowing Down

WHO HAS TIME TO die? I never realized death would be so busy. I thought I had my financial affairs in good order. But in the two months since my cancer diagnosis, I’ve made countless financial tweaks, mostly with a view to making things easier…
Read more »

Spotlight: Friedman

Time to Reflect

FOR CHRISTMAS, I bought Rachel a saucepan and a universal travel charger for her smartphone. The previous year, I bought her a pair of gloves and socks. She likes gifts that are practical and good value. During December, we prefer to spend our Christmas money on weekend trips. We live in Los Angeles county and this year we went to…
Read more »

Proud of Nothing

I'M NOT SOMEONE who pats himself on the back when he does something right. I’m also not someone who takes compliments well. But this time, I want to toot my own horn. After four years, I can finally say I’ve accomplished a goal that I’ve worked toward for many years, but was unable to achieve. It wasn’t easy. It took…
Read more »

Comforts of Cash

I HAVE TO ADMIT IT, I’m one of those guys who likes to hide money. I have cash hidden in a couple of places in my house and even in the garage. And I’m not talking about a few dollars. I probably have more than $3,000 in denominations large and small tucked in envelopes. I also have a jar of…
Read more »

Be Like Neil Young

ONE OF MY FAVORITE musicians is singer and songwriter Neil Young, who has sold millions of records since the 1960s. Young was rated No. 17 by Rolling Stone on its list of 100 greatest guitarists. He was inducted into the Rock and Roll Hall of Fame twice: once as a solo artist in 1995 and as a member of Buffalo…
Read more »

Creative Destruction

MY FIRST JOB WAS in 1963, at age 12, delivering newspapers for the Los Angeles Herald Examiner. There must have been at least five children from my neighborhood who were newspaper carriers. Today, you rarely see anyone delivering newspapers. The Herald Examiner went out of business in 1989. My next job, as a teenager, was working at a machine…
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What Friends Do

I SENT HUMBLEDOLLAR'S editor an email saying I was taking some time off from writing for the site. I really didn’t think I was going to write again. It wasn’t because I didn’t enjoy it. Rather, I thought I didn’t have anything to say that I hadn’t already said. But when I read Jonathan’s June 15 article, I was inspired…
Read more »
HumbleDollar · https://humbledollar.com/ · printed Nov 5, 2026

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