The wiser we are about money, the less of it we need to feel rich.
The table shows that the Traditional IRA would have been the better choice, producing about $3,500 more in available funds, or about 22% more. This demonstrates that the primary driver in choosing between a Roth and a traditional qualified account is a consideration of the tax rates at the time of contribution and at the time of distribution. There have been a number of changes to the tax code in the last decade that have contributed to the result, but I certainly didn’t predict any of them. If you guess wrong, you pay the price in a higher tax bill. In the example above, the extra $1,750 invested in the traditional account produced an additional $6,143.31 in earnings. The lower tax rate at the distribution of the traditional IRA results in the $3,500 in extra funds. Even though the Roth IRA had tax free earnings growth, the initial larger tax rate overcame that advantage, when compared to the traditional IRA. Because of my pension and my wife’s social security benefit, 85% of her social security benefit is taxable income, so that is not a consideration in our tax calculation. I used Dinkytown’s 1040 Calculator to run a series of estimates of our 2026 tax return to assess if we want to execute a Roth Conversion this year. We are still 4 years from taking RMDs, and I will start my Social Security in a year when I turn 70. My current thinking is a conversion of about $40,000 will keep us in the 12% bracket. There would also be a small NJ state tax impact. My simple analysis reinforces what I’ve been taught. Roth contributions make the most sense when you think your current tax bracket is lower than when you expect to withdrawal the funds. There are secondary considerations, like no tax diversification, no RMDs, and uncertainty about future tax rates. If you intend to pass the funds to heirs, it might make sense to perform Roth conversions today at the 22% tax bracket if you intend to pass these accounts to heirs who may be in their peak earnings years. Not sure? I believe I recall several HumbleDollar contributors write something about splitting the difference?
Richard Connor is a semi-retired aerospace engineer with a keen interest in finance. He enjoys a wide variety of other interests, including chasing grandkids, space, sports, travel, winemaking and reading. Follow Rick on Twitter @RConnor609 and check out his earlier articles.NO. 35: OUR ODDS of beating the market averages over a lifetime of investing are so small they’re hardly worth considering. Overconfident investors insist on trying. Rational investors index.
NO. 75: IF YOU BUY and hold individual stocks or stock index funds in a regular taxable account, you can defer taxes, just like you can in a retirement account. Any capital-gains tax bill is postponed until you sell. But for this tax deferral to be truly valuable, you need super-low portfolio turnover, holding investments for 10 or preferably 20 years.
NO. 26: WE TEND to be overconfident—which isn’t a bad thing. Self-confident individuals tend to be happier, have a wider circle of friends and enjoy greater career success. Problem is, if we’re too confident in our financial abilities, there’s a risk we’ll rack up hefty investment costs and make big undiversified bets, both of which could come back to haunt us.
PASCAL’S WAGER. Belief in God is rational, argued Blaise Pascal. If you believe and God doesn’t exist, the price is modest: a less immoral life. But if you don’t believe and God does exist, the price is far higher: an eternity in hell. The lesson? When managing money, we should focus less on the odds of something happening and more on the consequences.
NO. 35: OUR ODDS of beating the market averages over a lifetime of investing are so small they’re hardly worth considering. Overconfident investors insist on trying. Rational investors index.
It’s a question many of us ponder as we transition into retirement: Beyond the financial aspects, what truly sticks with us from our working lives, and what do we find ourselves missing?
For me, like many others, it’s the daily banter and camaraderie with customers and colleagues. There’s a unique energy in those professional interactions—the quick jokes, shared challenges, and the general buzz of a workplace. It’s a specific kind of social connection that’s surprisingly hard to replicate.
Part 1
I sold my tax business 3 seasons ago, the year I turned 70, or as I often refer to it, the 30th anniversary of my 40th birthday. Besides the volunteer tax prep I do with AARP, I still prepare a dozen or so returns for friends and family. I don’t want to take money for my efforts, I will work for food. So far this season I have been compensated with burgers, steaks, chicken,
Note: This is the second Forum piece from my ‘shelved articles’ archive. It was written months ago but never submitted to Jonathan.
These days, people often debate the value of a college education, but what about the value of a good high school education? I was fortunate to attend high school in Moorestown, New Jersey, a community that has always valued having an excellent school system.
With the perspective shaped by over 40 years of life post-graduation,
From an early age, we are influenced by our parents, friends, relatives and society in general to get us on the treadmill of achieving success. By the time we are in college, career choice and what we want to do with our life have been heavily influenced by everyone around us. After several decades of pursuing someone else’s dream, it is hard to switch and focus on what we really want to do. It is too late and most just carry on.
Yesterday we drove by Mar-a-Lago. The flag was flying, but nobody was home. I had been there before. Actually, several years ago I had dinner there. The owner wasn’t home then either.
The houses in the neighborhood made me think. How poor am I? Wealth is quite relative for sure. I doubt I could afford the gardening bill let alone the property taxes on those homes.
Never fear, if you can’t afford one of the homes listed for $22,000,000,
So, we have signed the contracts. We have advised all our staff. We are talking to our customers every day about the sale, about the new owners and how it will be “business as usual”, how they can expect the same service that they have been used to.
We have already received lots of really positive and quite humbling feedback from our customers. Even those that could be challenging at times have been really generous in their praise and thanks.
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