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Retirement

Still Teaching

Dan Smith  |  Jun 22, 2026

Trusts are said to be a tool for its grantor to control from the grave. The first things I look at every morning when I open HD are Jonathan’s quips above the “Latest Posts”, and the most recent thoughts in the “Get Educated” section. 
I sort of think of “Get Educated” as the legacy that Jonathan has granted to us; his way of continuing to guide and educate. 
One of today’s topics is Monte Carlo analysis,

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Mega Backdoor Roth

Bogdan Sheremeta  |  Jun 6, 2026

I WAS RECENTLY asked about strategies that high earners can use to reduce their tax bill.
Most people know the usual options. They contribute to a 401(k), fund a health savings account or make a Roth IRA contribution through the backdoor method. Business owners may have additional opportunities through retirement plans and business structures.
But there’s another strategy worth knowing about: the Mega Backdoor Roth (MBDR).
The MBDR allows some workers to put far more money into Roth accounts than the usual contribution limits permit.

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Bucket Strategy

Adam M. Grossman  |  Jun 6, 2026

A WHILE BACK, I was speaking with a fellow who had recently retired. He shared this observation, only half-jokingly: “Working was easy,” he said. What he meant was that financial management during our working years is more straightforward than it is in retirement. We earn and save and hope that our savings grow. But when we get to retirement, it becomes more complicated to know exactly how to manage those savings.
In the 1950s,

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Money and Me

Adam M. Grossman  |  May 30, 2026

JONATHAN CLEMENTS’S final book was released this week. Titled Money and Me, it traces the arc of Jonathan’s nearly four-decade career as a personal finance columnist.
Money and Me starts with the story of a man named George Cope, who was a nineteenth century tobacco baron. At the time of his death in 1888, Cope was one of Britain’s richest men. But within just two generations, his fortune was gone.

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The Humbling Side of Aging

Dennis Friedman  |  May 30, 2026

WHEN I STARTED writing for HumbleDollar, Jonathan gave me some simple but important advice: “Don’t brag about your financial situation. You want readers to like you.” Perhaps that’s one of the reasons he named his financial site HumbleDollar.
I try to follow this advice not only regarding money, but in other aspects of my life. I know how fleeting things can be—especially when it comes to health. Life can change on a dime. It can humble you.

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Retirement Accounts

Bogdan Sheremeta  |  May 16, 2026

I WAS SCROLLING through social media recently and saw somebody dismiss retirement accounts as “paper wealth.” The argument was familiar: Your money is locked away and you’re waiting for permission to access it.

There’s a grain of truth here. Retirement accounts do come with rules. But much of the discussion online ignores how flexible these accounts actually are. More important, it ignores the enormous tax advantages.
Most people today will likely live well beyond age 59½.

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Benefits Young Adults Should Look at Before Taking a Job

Jeff Peck  |  May 10, 2026

Young adults entering the job market often focus on the salary or hourly wage first, and that makes sense. Pay matters. But the benefits package can be just as important, and sometimes a slightly lower-paying job with stronger benefits is actually the better deal.
Health insurance, deductibles, retirement matching, vesting rules, paid leave, sick time, disability coverage, tuition assistance, promotion potential, and work-life balance all have real value. A 401(k) match, for example, is part of your pay.

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Slow on the Draw

Edmund Marsh  |  May 9, 2026

RETIREMENT IS LIFE’S most expensive purchase. During our working years, we deprive our present selves of immediate pleasure by refusing to spend money for nicer cars, a bigger house or a vacation to boast about. Instead, we squirrel away those saved dollars with an eye toward keeping the future us fed, clothed and living indoors. 
At age 64, after decades of choosing to save and invest a large chunk of each paycheck, rather than spend it,

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Is saving really that hard? Nope, not for the great majority of Americans. 

R Quinn  |  Apr 28, 2026

I posed this question to an AI program (because I don’t know how to use a spreadsheet).
“If my income is $3,000 per month, I save 10%, I expect to earn 8% per year on invested money and my income will increase by 2.5% per year (basically inflation). How much will I have in 40 years?”
Here’s the answer.
You’d have about $1.29 million after 40 years, assuming you invest the savings monthly, earn 8% per year compounded monthly,

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A Bit More Humble

Edmund Marsh  |  Apr 18, 2026

I LOVE TO PLAN. My wife, Sharon, often catches me nestled in my chair, gazing out a window at a distant object as my mind wanders even farther afield. My musings become scribbles on a scrap of paper, destined for discussion with Sharon at length over coffee and long walks. Eventually, we hammer out the settled strategies we think will best bring us happiness in adventures ranging from our next hike to the next few decades of life.

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Perfection, enemy of good

greg_j_tomamichel  |  Apr 5, 2026

Like most people, I’ll get to feeling overwhelmed. Too many choices, too much complexity, just too much. Once the overwhelm kicks in, there are two ways forward; take a big deep breath and calmly work through the issue, or simply put the whole thing aside. I would like to think that I do more of the former, but as a human being, sometimes it’s the latter.
And it worries me that when financial advice is broadcast to a wide audience,

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Is The Australian Superannuation Program the Answer to US Retirement Problem?

David Lancaster  |  Mar 30, 2026

In some of my previous posts I have touted the Australian Superannuation program as a possible solution to America’s retirement funds problem. I admit that this was based on limited knowledge. This is Morningstar’s take on if this is the answer to our problem:
https://www.morningstar.com/retirement/what-us-could-learn-australias-retirement-savings-system?utm_source=eloqua&utm_medium=email&utm_campaign=MorningDigest&utm_content=None_73036&utm_id=38090
I would be interested in our Aussie HD readers take on this assessment of their system, and whether they agree with the conclusions about their system.

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

R Quinn  |  Mar 17, 2026

From what I read, many if not the great majority, of HD readers are the exception to much of this dilemma.
The responsibility for retirement income has steadily shifted to individuals and away from employers (unless you work for government), but far too few workers have accepted that responsibility. Longterm thinking does not seem a widespread skill. I find this information a bit depressing. How do we change the situation? 
Frankly I don’t know, but if we don’t make changes- if individuals don’t make changes in their financial behavior and if we don’t do better for those with inadequate means to fend for themselves,

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Economic Trends

Adam M. Grossman  |  Mar 14, 2026

LAST WEEK THE government released its monthly employment figures for February. The results weren’t great. Payrolls declined, and unemployment ticked up. These numbers square with other downbeat data, including a recent uptick in bankruptcy filings.
Another worry: Oil prices have been rising, a result of the conflict in the Middle East. That’s a concern because it could lead to a reacceleration of inflation. It could also dampen consumer spending because higher gas prices act like a tax on consumers,

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Retirement Plan

Doug C  |  Mar 7, 2026

A witty, honest and poignant short film:
Retirement Plan
With a lesson:
“Time is the one asset you can’t compound; spend it while the market is still open.”
 

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