Long View Summer Reads
Signal vs. Noise: Great Companies Don’t Always Make for Great Investments. The Evidence Around IPOs.
Beyond the Number
A Book That Changed How I Think About Aging
What Happens When the Noise Gets Quiet
Author: Nell Schiffer
Free Money from Uncle Sam for your Baby’s Retirement

When Congress creates a new savings account, there’s usually a lot of excitement, a lot of headlines, and eventually a lot of confusion. Trump Accounts are no different.
Our view is pretty simple: If your family qualifies for the free $1,000, take it.
After that, pause before directing additional savings there. In many cases, we still believe there are better tools available.
A Trump Account is a new tax-advantaged investment account for children under age 18. The investments are intentionally simple: low cost, broadly diversified U.S. stock index funds.
Children born between January 1, 2025, and December 31, 2028, who meet the eligibility requirements, may receive a one-time $1,000 contribution from the federal government. Family members can also make annual contributions, subject to contribution limits.
If you have:
• A child born between January 1, 2025 and December 31, 2028 (like me)
• A grandchild in that age range
• A niece or nephew whose parents may not have heard about the program
It’s worth making sure someone claims the government’s contribution.
This is where we think it’s helpful to separate the headline from the planning.
The headline is the free $1,000. The planning question is whether this should become your primary savings vehicle. For most families, our answer is no. If your goal is education, a 529 plan is often the better choice. If your goal is flexible gifting, a custodial or trust investment account may provide greater flexibility. If your goal is retirement, maximizing your own retirement accounts is frequently the highest impact decision you can make. Trump Accounts are another tool, not a replacement for the others.
One feature we do like is that these accounts eventually transition into something that functions much like a Traditional IRA.
That creates the possibility of converting the account to a Roth IRA during early adulthood, when many young adults have relatively little taxable income. Decades of tax-free growth after a low tax Roth conversion could make that initial $1,000 much more valuable over a lifetime. It is too early to know exactly how often this strategy will make sense, but it is an opportunity we will be watching closely.
At Hill, we don’t chase headlines.
We look for opportunities to make small, intelligent decisions that compound over decades.
For eligible families, claiming a free $1,000 is one of those decisions.
If you have a child or grandchild who may be eligible, here’s how to get started.
Step 1: Confirm eligibility.
Children born between January 1, 2025, and December 31, 2028, who are U.S. citizens with a valid Social Security number, may qualify for the government’s $1,000 contribution.
Step 2: Complete the enrollment process.
Parents or legal guardians will need to complete the required enrollment through the IRS and Treasury’s Trump Account program. If your child is eligible, this establishes their ability to receive the government’s contribution.
Step 3: Activate the account.
Once eligibility has been verified, you’ll activate the account through an approved provider. The Treasury will then deposit the $1,000 for eligible children, and family members can begin making additional contributions if they choose.
As with many new government programs, the rollout is still evolving. We expect additional financial institutions to begin offering Trump Accounts over time, making the process even more straightforward.
Helpful Resources
• IRS Trump Accounts page for eligibility requirements, FAQs, and enrollment information.
• TrumpAccounts.gov for program updates, participating providers, and account activation instructions.
If you have questions about whether a Trump Account fits into your family’s broader financial plan, we’re here for you.
Am I Actually Okay?
If you’re a client, we hope you were able to join us on May 14, 2026, for a thoughtful webinar featuring Marilyn Wechter, nationally recognized wealth counselor and psychotherapist who helps families navigate the emotional side of money. Like Carl Richards, Marilyn has the gift of helping families deal with money and emotion; however, she comes at it with an entirely different perspective.
Specifically, Marilyn helped us all explore the question, “Am I really OK (financially)?” where there is sometimes a misalignment between our rational brain (numbers, spreadsheets, and probabilities) and our emotional brain (how we are actually feeling about our situation). Often, our emotional brain “wins” despite “knowing” we’re OK.
To understand the topic in more detail, we’d be happy to send you the full recording. If you’d like to see the highlight reel in 5 minutes, click play on the video above.
In addition, all of our clients know that we’re always available to discuss these issues in more detail.
Upcoming Webinar: Am I Actually Okay?

At some point, most people ask themselves if they’re actually okay financially. Not just in a down market, but on a random Thursday.
In reality, this questioning is normal behavior. However, there are some mental strategies available to deal with this that may be incredibly helpful in transforming not just knowing you’re okay from a rational perspective, but genuinely feeling and believing it.
We invite you to join us on May 14, 2026, at Noon CDT, for a live Zoom webinar with Marilyn Wechter, one of the country’s leading financial therapists and wealth counselors, about a framework for knowing where you stand despite the uncertainty going on in life and the world.
This is just another way to help our clients Take the Long View.
Please join us, reserve your spot here.
