If you don’t know what you’re paying in investment costs, you’re likely paying too much.
NO. 69: WE CAN’T control whether stocks rise or fall, but we can ensure we pocket whatever the market delivers—by diversifying broadly, holding down investment costs and minimizing taxes.
NO. 15: JUST BECAUSE folks appear rich doesn't mean they are. The big house may be heavily mortgaged, the luxury sedans could be leased, the landscaper might be awaiting payment—and the couple who appear to have it all may be agonizing over how to pay the bills. Make no mistake: Those who put on a display of wealth are less wealthy as a result.
NO. 119: OUR CHANCES of dying are 100%—so the insurance component of permanent life insurance, which is intended to be held until death, is costlier than that of term insurance, which provides coverage for maybe 20 or 30 years. Permanent insurance also involves high commissions, plus you’re required to pay into an investment account.
EASTERLIN PARADOX. Within a society, those with higher incomes tend to say they’re happier, observed economist Richard Easterlin in 1974—and yet, as the society’s income climbs over time, overall happiness doesn’t increase. For instance, the U.S. standard of living has more than doubled over the past four decades, but happiness hasn’t budged.
NO. 69: WE CAN’T control whether stocks rise or fall, but we can ensure we pocket whatever the market delivers—by diversifying broadly, holding down investment costs and minimizing taxes.
IMAGINE AN IDEALIZED chart that summarizes our finances over the course of our lives. What would the chart look like? Picture these five lines:
Our nest egg grows, slowly at first and then ever faster, hitting a peak of around 12 times our final salary when we retire.
Our portfolio in our 20s stands at perhaps 90% or even 100% stocks. We dial down our allocation in the years that follow, especially during our final decade in the workforce,
WHEN I STARTED investing, I never thought much about risk, partly because I didn’t recognize that there were any.
The investor questionnaires always placed me in the aggressive category. Even though I never ventured much beyond mutual funds, all were pure stock funds, except for a small position in a balanced fund that I briefly owned. I didn’t know much, but I had learned that stocks most likely meant growth over the long haul,
A LOT HAS BEEN written, here at HumbleDollar and elsewhere, about the “when” of retirement. Not surprisingly, there are strong opinions.
For example, I’m a member of a Facebook group where the overwhelming consensus is, “Don’t work one single day longer than you absolutely have to.” Of course, many people don’t have the luxury of choosing their ideal retirement date because life intervenes: They get let go from their job or experience health issues that dictate the answer to the “when” question.
AS I PLAN MY retirement, I have the advantage of a strong background in finance. I worked for 35 years in the investment field, primarily managing mutual funds. Early on, I obtained the Chartered Financial Analyst designation, which helped immensely.
Six years ago, when I was age 55, I embarked on a journey to comprehend the myriad rules and strategies surrounding retirement. I studied to become an RICP—a Retirement Income Certified Professional. While the CFA was useful for investment management,
I CELEBRATED MY 50th birthday a few weeks ago. Since then, I’ve found myself spending a lot of time thinking about numbers. Specifically, I’ve been musing about when I might be able to retire from my current fulltime job. Age 55, 58, 62? Or will it need to be later?
Several studies suggest the age at which most people leave the workforce has been steadily rising over the past several decades. This is likely due,
WORKPLACE RETIREMENT accounts can be confusing and intimidating. Often, human resources departments serve as the contact point for employees, yet HR folks rarely know much about the nuances of a plan’s investment options—and, in any case, they aren’t legally allowed to offer advice.
Not sure how to handle your 401(k) or similar employer-sponsored plan? My first step was determining how much to contribute per pay period, so that I could hit the $18,000 annual limit.
1031 exchange
Laura Robertson | Aug 24, 2025
Humble 10% Win: The First Financial Benefit of Retirement
Mark Crothers | Aug 24, 2025
Frugality, Minimalism, and Aligning Values
Cecilia Beverly | Aug 24, 2025
Dividends Part II – At least
Mark Bergman | Aug 23, 2025
The Main Thing … and the scourge of complexity
Greg Tomamichel | Aug 23, 2025
Trump Accounts: A Deep Dive into Kids’ Savings
Bogdan Sheremeta | Aug 23, 2025
- A person who has not attained the age of 18 before the close of the calendar year
- For whom a Social Security number is issued
- For whom an election is made by the Secretary (if they determine such an individual meets the requirements of #1 and #2) OR an election is made by a person other than the Secretary for the establishment of a Trump account. "Secretary" essentially means the IRS.
I believe #3 likely means that you can file some statement with the IRS that establishes such an account (perhaps as part of your tax return filing, or otherwise). Contributions First, no deduction is allowed for any contributions made before the first day of the calendar year in which the beneficiary turns 18. Contributions made before the calendar year in which the beneficiary turns 18 should not be more than $5,000, with inflation adjustments starting in 2027 (using the cost-of-living formula). It is important to note that this is called a "regular" (non-exempt) contribution. That will become important later on. There are other ways that contributions could be made. The following three options are called "exempt" contributions: 1. IRC Section 129 - Employer Contributions Employers can contribute up to $2,500 per employee (or dependent) annually to a Trump Account, excluded from the employee's gross income. $2,500 is increased with cost-of-living adjustment after 2027. The program must meet requirements similar to dependent care assistance (Section 129(d)), such as non-discrimination and notification. 2. IRC Section 6434 - Pilot Program Parents/guardians elect for an "eligible child" (U.S. citizen born Jan. 1, 2025, through Dec. 31, 2028, qualifying dependent under Section 152(c), no prior election was made) to receive $1,000 as a tax payment, refunded directly to the child's Trump account. The election requires the child's Social Security number. Payments are exempt from offsets/levies. 3. Qualified General Contributions Contributions from governments or 501(c)(3) nonprofits are excluded from the beneficiary's gross income. These must target a "qualified class" of beneficiaries, such as all under 18s, those in specific states/geographic areas, or birth-year cohorts. Essentially, this means philanthropic funding (e.g., a charity or governments donating to minors in some geographic area). So, why is there a difference between exempt vs. non-exempt? Distributions For purposes of distributions, we have to discuss the "investment in the contract," or basis. The investment in the contract does not include the exempt types of contributions. This likely means we need to be aware of or track two things:- Basis of regular contributions (by parents, etc.)
- Basis of exempt contributions (pilot program, etc) which will become part of earnings
Note that trustees must report contributions (> $25 from non-Secretary sources), distributions, fair market value, and basis to the IRS and beneficiary until age 17. Generally, no distributions are allowed before age 18 unless it’s an exception (rollover, qualified ABLE rollover, distribution of excess contributions. If a beneficiary passes away, the account ceases to be a Trump Account. The fair market value (minus the basis, as described above) is includible in the acquirer's or estate's income. Also, while the account beneficiary is under age 18, contributions to a Trump account do not count against the normal IRA contribution limits (like the $7,000 cap in 2025). Investments The account also must be invested in an "eligible investment" which is defined as a mutual fund or ETF that:- Tracks a qualified index (like the S&P 500 or another broad U.S. equity index with regulated futures trading)
- Does not use leverage
- Has an expense ratio of 0.10% or less
- Meets any additional criteria set by the Secretary
So, What Do We Do After Age 18? That's the question most people want to know, and one I’ve thought a lot about. Distributions after 18 are taxed under IRC Section 72. This means that distributions are typically treated as ordinary income to the extent they exceed the "investment in the contract" (basis). Generally, a distribution (or a conversion to a Roth IRA) will likely be applied pro-rata between the basis and earnings. This is because some of the amounts are contributed after-tax (regular contributions) and some are pre-tax (like earnings) Example: Let’s say you contributed $5,000 to a Trump account. Your child also received $1,000 of pilot program contribution. Your child is now 18. The amount grew to $22,000. Basis = $5,000 Earnings = $17,000 If we distribute the entire amount before age 59½, a 10% early withdrawal penalty will apply. Of course, there are some exceptions like:- Qualified higher education expenses
- First-time homebuyer (up to $10,000)
- Series of substantially equal periodic payments (72t)
Let’s say we distribute the entire amount ($22,000) and pay for higher education. The $17,000 will be taxed at ordinary income rates. If we distribute a portion of the account, say $10,000, the distribution will contain a pro-rata share of both, or around ~$2,272 of basis and $7,727 of earnings. Interestingly, Section 408(d)(2) will be applied "separately with respect to Trump Accounts and other individual retirement plans." This means the Trump account's basis and value are not aggregated with any other traditional IRAs you might have for pro-rata calculations. Conversion to Roth IRA First, more guidance will be needed to clarify how Trump accounts will interact Roth IRAs, and whether a conversion is possible, but the big benefit I personally see with something like this is being likely able to convert to a Roth IRA and have a substantial amount without the need for earned income (assuming it's allowed) This way, a child could have 40+ years of growth all tax-free assuming such a conversion will be allowed. The main question is how it would be taxed. We cannot move only the after-tax dollars from a Trump account to a Roth IRA and keep the rest in a Traditional IRA, since partial distributions must be allocated pro-rata. If we convert the entire $22,000 to a Roth IRA, $17,000 will be taxed. If we convert $10,000, a pro-rata share will be taxed, similarly to the example above. This means that if you have a dependent child, and convert some amounts, the kiddie tax will likely apply if you convert above certain thresholds (i.e., standard deduction for a dependent child). Of course, the IRS has a lot of work to do on clarifying all these details, and this is just my interpretation based on the text and by no means should be construed as financial or tax advice. Benefits and Prioritization Is this worth it? I believe the only usefulness of such an account is the Roth IRA play, and I expect wealthier taxpayers will likely take advantage of it if allowed. I would certainly at least get the $1,000 pilot credit if qualified. For someone who can allocate $300 a month to build a child's wealth, I think a 529 plan will likely come out ahead. Especially with the $35,000 Roth IRA rollover option in case a child doesn't attend a higher education institution. This is because the withdrawals are tax-free for qualified higher education expenses, and you can get a state tax deduction (+ opportunity cost there). Also, OBBBA extended the definition of many expenses for 529 plans, like paying for SAT/AP exams or postsecondary credentials. One thing I think is important to keep in mind with Trump accounts is liquidity. If distributions from a Trump account are taxable, and the 10% penalty can be avoided in a limited set of circumstances, how likely is the usefulness of such an account for a 22-to-30 year old? This means that if you wanted to support your child with a down payment for a car or a house (beyond the $10,000 amount exception to the 10% penalty), I believe a better savings vehicle might be more appropriate. Trump Account vs. UTMA Taking aside the 529 plan, as I believe it's superior for most families, let’s look at UTMA vs Trump account. Both UTMA and Trump accounts are after-tax. UTMA could have some dividends taxed, but due to the standard deduction, and likely qualified nature of them, ~$2,700 of such income can be excluded (standard deduction of $1,350, the next $1,350 is taxed at the child's rate) per year. So UTMA (taxable) vs Trump account (tax-deferred) will likely have similar tax drag in reality, unless your child has substantial assets in the UTMA. Liquidity Let’s say your child needs to buy a car at age 25, which they could use either UTMA vs Trump account for the down payment. Let’s assume we invested $5,000 into each at their birth. By the time they are 25, let’s say they have $34,000. For simplicity, assume no state taxes. With a UTMA account, parents could actually strategically do tax gain harvesting every single year to harvest long-term capital gains. They've increased the basis to ~$15,000. Once withdrawals are allowed at 18, Trump accounts could also start getting converted into Roth. To stay below the kiddie tax, we can only harvest $1,350 (plus COL adjustment). The conversion could start a 5-year clock for withdrawing the taxable portion of the conversion. At 25, we would only have very little to use with the Trump account that is accessible penalty-free. Something to think about, though, is that UTMA money counts toward a child's assets, whereas IRAs don't for FAFSA. A good approach, in my opinion, could be to have a small allocation to such an account solely for the purposes of Roth funding, while the majority of assets are prioritized in 529 and UTMA/brokerage in parents' names if possible. Summary- A Trump account is an after-tax account (no tax deduction applies to contributions).
- Parents or relatives can contribute up to $5,000 to the account
- No withdrawals are allowed before the beneficiary turns 18.
- Investment earnings grow tax-deferred (e.g dividends aren’t taxed)
- At 18, the account becomes a traditional IRA, with ordinary income tax rates applied to withdrawals to the extent they exceed the basis in the account (contributions). The 10% penalty will also apply to withdrawals before age 59½ unless an exception applies ($10,000 for a down payment, education, 72(t) SoSEPP, etc.).
- A $1,000 tax credit could be applied to a Trump account if your qualifying child is born between Jan 1, 2025, and Dec 31, 2028.
Is it really worth the hassle? Personally, I would at least get the $1,000 credit if your child qualifies, as it shouldn’t be too much effort to get it. It's still unclear who will administer the accounts, and likely all major “players” will be involved to some extent. For most families, I'd likely prioritize 529 plans and UTMA/brokerage accounts first, but using a small allocation to a Trump Account could give a child a potential head start on tax-free growth at 18. But like with any new provision, there are details the IRS will need to clarify, and the above is just my interpretation of the current law. Bogdan Sheremeta is a licensed CPA based in Illinois with experience at Deloitte and a Fortune 200 multinational. He shares insights on taxes and personal finance through his newsletter, helping thousands of readers to make smarter financial decisions. He has over 140,000 followers on X and 110,000 on Instagram.Bah Humbug! It’s Not Even September Yet
Mark Crothers | Aug 21, 2025
A Contrarian View of a Mortgage
Mark Crothers | Aug 19, 2025
How Long Will We Live?
Steve Spinella | Aug 17, 2025
Love, Money, and a 44-Year Compromise
Mark Crothers | Aug 23, 2025
A Record Journey
Dan Smith | Aug 19, 2025
Why Money is Taking Up More Space in My Mind Lately
Dennis Friedman | Aug 18, 2025
How to Beat the Market
Adam M. Grossman | Aug 23, 2025