Was Hamilton Keeping Up with the Joneses? 

As people achieve financial freedom, some feel compelled to display more and more of their wealth. It may come from pride or social ambition or something harder to name.

In the musical Hamilton, the characters frequently admit, “I will never be satisfied.” This is the trap of buying for show, manifesting itself in expensive homes, luxury products, and conspicuous consumption.

Even Alexander Hamilton, who built the national financial system we still use today, struggled with this concept. He focused so heavily on the appearance of being a gentleman that historians say he nearly left his family destitute.

The paradox is that those who strive to look rich may never actually accumulate much in the way of assets. Meanwhile, those who choose to be rich may have a better chance of learning to spend well. They come to be able to afford vehicles that provide the most comfort, homes that make daily life better, generosity to descendants or causes, and travel to dream destinations.

But they didn’t get there by choosing a drawer full of $10,000 watches when perfectly adequate $39 watches exist.

As the show reminds us, “Look around, look around at how lucky we are to be alive right now.” It’s what Alexander Hamilton kept missing, that mix of investing for the future while enjoying what’s available today. He struggled to find joy in the comfort of home, the ability to travel, or working toward the financial security of his family’s future.

We may not want to follow his example, but the show provides other options. There is a beautiful line that defines legacy as “planting seeds in a garden you never get to see.” We only control our own choices. The everyday millionaires learn this early. A well-managed portfolio is one way of planting that garden (or orchard) for the people who come after us.

If you would like to talk about this or anything else, please email or call.

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Play the audio version of this post below:

Was Hamilton Keeping Up With the Joneses? – 228Main.com Presents: The Best of Leibman Financial Services

The text of this episode is available at ⁠www.228Main.com⁠.

HOW DO YOU MEASURE A YEAR?

How do you measure a year in the life? Our former CEO Mark Leibman is celebrating a handful of exciting milestones! We’d love for you to take a minute to hear all about it from Mark himself.

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Wellness Wishes from Your Past Self

What would I have to learn if I could talk to my past self? Or my future self?

There are some mental exercises that might help us reflect on our goals, but here’s what I’m wondering: What do truck stop chili dogs have to teach me?

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THE SINGLE BEST INVESTMENT FOR NEW GRADS? 

Dear Grads,

You’re probably receiving a lot of unsolicited advice right now. We happen to love talking about finances all day, so we hope you’ll forgive one hot tip, a piece of investment advice that could last you the rest of your life.

Keep investing in yourself.

This investment adjusts for inflation, and it grows along with you! When we invest in ourselves, we are seeking to improve our value to others. The more valuable we make ourselves, the more an employer or customer might pay us. Not to mention, improving ourselves often leads to more interesting and rewarding life experiences.

You have intangible assets that led you to this moment: remember, not everyone earns a diploma or degree. Don’t take for granted the skills, knowledge, strengths, and abilities that you’ve developed already. All those qualities add up to form your “human capital,” the value you might contribute through your work and your community in the years to come.

Great news: many aspects of human capital are free. Years ago, we knew a senior officer at a large publicly traded company whose most obvious superpower was kindness. After they moved on to a role somewhere else, people familiar with them always remembered that trademark feature—how the executive had helped them in the past, how they had made people feel.

Kindness is free. So are dependability, enthusiasm, diligence, and all the other traits people appreciate in each other. They can be developed, like muscles.

Other aspects of human capital require time and money, sometimes lots of both. Think of the education and training required of surgeons, for example. Choosing your educational path and planning a career are beyond the scope of this note, but you might consider how you make your choices.

How will the path help you be of service to those around you? What impact would you like to make in your corner of the world, as you move through it? You have a chance to create value, no matter where you’re headed next.

Developing your human capital is the foundation of building wealth. Whether it’s growing your earning potential on the job, choosing a new path as your talents develop, or finding a way to invest to leave a legacy, the power of compounding starts now, from the skills that got you here.

It all starts here, and it’s the one piece of investment advice that could last your lifetime. But hey, that’s just our two cents.

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Play the audio version of this post below:

Was Hamilton Keeping Up With the Joneses? – 228Main.com Presents: The Best of Leibman Financial Services

The text of this episode is available at ⁠www.228Main.com⁠.

THE SEEDS WE PLANT: Caitie reflects on a historical moment

by Caitie Leibman, CEO

More content from Caitie

Friends, March was Women’s History Month. It was also the end of my first quarter as CEO of Leibman Financial. I spent a lot of it learning new administrative duties—you know, all the ones Mark is allowed to forget now!

Of course, it’s Mark we have to thank for founding and leading LFS for the past 30 years. But I’m reflecting on Women’s History Month and what this moment means. Some of you remember my late mother and Mark’s late wife, Cathy Livingston Leibman. My mother was an entrepreneur, too, leading businesses out of our home when my siblings and I were little. She bought me my first business card holder, a reminder of her many gifts and her example.

Today this little case holds a brand-new card, with my new title. It’s got me thinking: I’ve felt so fortunate to get to know the wide variety of women we serve, from among our business partners, colleagues at other firms, and especially our clients.

Who are they? They’re women who work or run their own businesses, and those who don’t happen to earn a paycheck. We’ve worked with women who are teachers and drivers and hairdressers and architects—and everything in between. We’ve served straight women, queer women, and trans women. Some have gone to college. Some are retired from the trades. Some are widowed, some are partnered up, some are single.

The wondrous variety of these women makes one thing clear: there’s enough room for everyone. I’m thinking about all the different women who might find our firm and wonder if we’re here for them, whether a certain path could be theirs too.

In 2026, we’re committed to making our work more accessible and more easily available.

I enjoy the shade and sustenance of so much that was planted before my time—on Earth and at this firm! We have confidence that what we plant today at LFS will bear fruit for many seasons ahead. And whether the plans ripen during Women’s History Month or not, I’m sure they will still be history-making.

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The Seeds We Plant – 228Main.com Presents: The Best of Leibman Financial Services

This text is available at https://www.228Main.com/.

Revisiting the Ant and the Grasshopper
close up of prairie grasses before a bright sunrise

Most of us are familiar with Aesop’s fable of the ant and the grasshopper: the hard working ants slave away all summer building nests and storing food while the lazy grasshopper idly eats and makes merry. Each one calls the other foolish: the grasshopper tells the ants they should relax and enjoy life, while the ants admonish the grasshopper to work harder and prepare for winter. In the end the ants have the last laugh when winter comes and they have food and shelter while the grasshopper has none.

It should be noted that Aesop was not a bug expert. If he was, he might have realized that grasshoppers only live a few months and do not survive long enough to even see winter. Knowing this, the grasshopper was actually quite wise to ignore the ants’ advice. He lived his life to the fullest, with no time wasted on unnecessary labors.

The true moral of the story is this: it is equally foolish to hoard wealth we’ll never use as it is to squander wealth that we’ll need in the future.

None of us knows the date that is going on our death certificate. We should strive to emulate both the ant and the grasshopper, because we never know which one we’ll wind up as. Like the ant, we should work hard and save wisely to prepare for the future. But like the grasshopper we should also enjoy what we have, while we have it. We need to have a little fun every day, because we never know how many days we have left.

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Play the audio version of this post below:

Revisiting the Ant and the Grasshopper – 228Main.com Presents: The Best of Leibman Financial Services

This text is available at ⁠⁠⁠https://www.228Main.com/⁠⁠⁠.

It’s Not Forbidden Fruit

Why do we own the orchard? It’s a long-term endeavor, our favorite metaphor for retirement planning. We plant and tend the trees in our working years, but in our retirement years, we live on the fruit crop! It’s about the balances, until it’s not. Then it’s about what they produce. 🙏

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RMD at 73: What’s Up with That? 

We have noticed that the rules about IRA account withdrawals can cause some confusion, particularly among those who are getting close to the “Required Minimum Distribution” age.  

Here, we’d like to cover what the basics might mean for most people, though it is not intended to be advice or a recommendation for your specific situation. 

For traditional or rollover IRA account owners, withdrawals after age 59½ are free of penalty, but income taxes must be paid on the amounts withdrawn. One may withdraw money or not, in accordance with their needs and plans. 

But beginning at age 73, the rules change. 

For each year beginning with the year you turn 73, a “Required Minimum Distribution” (RMD) must be withdrawn: 

  • “Required” means there is no option about it—it must be done. There’s a pretty hefty penalty tax for missing it. 
  • “Minimum” means that you must withdraw at least the calculated amount, though you may withdraw more if you choose. 
  • “Distribution” is simply the word the IRS uses for withdrawals. 

The way the numbers work, the first RMD for age 73 is around 4% of the prior year-end account balance. Then, the RMD rises gradually each year. The RMD is around 5% at age 80 and around 10% by age 92.  

The withdrawals will be taxable—that is the whole object of the exercise, from the IRS’s perspective.  

Even with those requirements, IRA accounts may still have significant balances until advanced ages. 

Here are just a few fine points:  

  • The factor used to calculate the amount comes from an IRS table, and we can help check the arithmetic for you. 
  • The withdrawal may be taken any time in the calendar year. 
  • If you have multiple IRA accounts, it can get confusing. Some people consolidate and simplify their finances at this point. 

For more information, the IRS explains more details about RMDs online, available here. Please also keep in mind that different rules apply to inherited IRAs, Roth IRAs, and certain other situations, so do seek specific advice for your situation as necessary. 

And our role? We aim to help each client figure out how your money might do what you need it to do.  

So the question of how you should manage your accounts and your withdrawal strategy is best answered in a one-on-one discussion. If you would like our help talking through your situation, please call or email us. Happy to help.

This information is not intended to be a substitute for specific individualized tax advice. We suggest that you discuss your specific tax issues with a qualified tax advisor. 

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RMD at Age 73! – 228Main.com Presents: The Best of Leibman Financial Services

This text is available at https://222Main.com/.

The Meaning of “Client-Centered

What does it mean for our business to be “client-centered”? (Wait, shouldn’t all business be “client-centered”?…) In this week’s video, Mark and Caitie talk about the role the firm plays in our relationships with you, what the client’s job is, and more.

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It Starts with Listening

Listening to one another is a gift that costs nothing but means everything. We know that our time and attention are precious resources, which is why our team here at 228 Main always has our “listening ears” on. 🙏

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