Month: September 2026

The Joy of Free Wins

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People or companies may confer benefits on third parties without cost, as a side effect or byproduct of their actions. Planting a tree improves the neighborhood and provides shade to a neighbor. Keeping bees results in the pollination of nearby crops. Providing first-aid training to workers may save lives outside of work. A video or blog post created for clients might contain an idea that helps people who are not clients.

These are examples of what economists call positive externalities. These things are all good. They make the world a better place.

I believe the concept applies in our interactions with others, as well. Have you ever had your day brightened by the laughter of a group of passersby? Watched someone hold a door for someone with an armload of packages? Overheard a “thank you” being given for an otherwise thankless task?

All of these things are benefits that they produced for free and you enjoyed at no extra cost. They are positive externalities, on the small scale of daily life.

Having a tree planted improves our home as well as the neighborhood, but generating positive externalities can also help us beyond business transactions. Friends and family members respond to the empathy, kindness, and thoughtfulness embedded in any of those little actions we can take. If employed, those in our network are likely to sense the intangibles we add to the workplace environment. Our teammates across the community likely enjoy our interactions more.

Generating positive externalities is not charity. There are no costs involved, only benefits for giver, recipient, and neighbors and passersby. Win-win-win.

The general concept has been around for a long time, and is often expressed more simply. Be kind. Fill up the buckets of others. Do unto others.

Clients, if you would like to talk about this or anything else, please email us or call.


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Play the audio version of this post below:

The text of this episode is available at http://www.228main.com.

Thirty Years In! A Note from the Founder 

by Mark Leibman, Advisor

Thirty years ago this month, I sat down at the kitchen table and went to work—Day One—in Leibman Financial Services. I’d had the idea for more than a decade that I could assemble a group of clients, who, if I took care of them, they would take care of me. At age 40, it was time to test the theory. 

The stakes were high. My life in financial services had been transactional up to that point. I knew if I did not change, I might wake up at sixty years old, needing to run up and down the highway to make a deal to pay for groceries. A sales mindset was not sustainable. 

Getting serious about managing portfolios for people meant that my business objective could be simplified into this: grow the clients’ buckets

It was hard, starting from scratch. We struggled and juggled for years. But business began to compound. Investment returns grew client balances, which grew revenue. Four years in, the quaint office building at 228 Main in beautiful downtown Louisville came available. I could neither afford it, nor afford to pass it up, so you know what I did! 

Business doubled. And doubled. And doubled. And doubled. It turns out people like it when the focus is on growing their buckets. 

The one-man band became a team of eight, eventually. I’m well down the path of working to age 92, with the enterprise around me that makes it possible. (Hey, Dylan is touring at age 85! I’m only 70.)  

In this 30th anniversary month, I’m thinking of you, clients, grateful for your part in this glorious journey. Here’s to the next 30.  


All investing involves risk including loss of principal. No strategy assures success or protects against loss. Past performance is no guarantee of future results. 


Play the audio version of this post below:

Thirty Years In! A Note from the Founder 228Main.com Presents: The Best of Leibman Financial Services

The text of this episode is available at http://www.228main.com.

Dazzled by Diamonds?


No matter how beautiful, some flowers still have thorns. And no matter how flashy, some salespeople will have them too. Remember that not every person you meet will have your best interest at heart. Don’t let any peddlers dazzle you with diamonds! It never hurts to ask for a second opinion.

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Saving Summer?

photo shows a shiny red push lawnmower sitting in green grass in front of a brown picket fence

In the United States, as in most places in the world, we are governed by the Gregorian calendar. But as we flipped the page and entered the “-ber” months, many of us are facing once again the power of the all-important academic calendar. 

Children, grandchildren, and neighbors are back to school. Summer is over for most of the country, and it’s got us reflecting. Without school, summer for many families can include more sleepovers or late nights and long chats on the porch. It could mean hours at the city pool or a big vacation. 

For some of us, summers have also meant more leisure and more work. 

It’s possible that you earned your very first dollar—and then some, hopefully—one summer long ago. Teens are more likely to be employed during June, July, and August than any other time of year. And it makes sense: teens are more likely to have the time and opportunity then, as jobs like lawnmowing, babysitting, and lifeguarding peak each summer. 

Clients, if anyone in your household age 18 or under was out making money this summer, consider talking with them about the “Swiss Army Knife of finance”: the Roth IRA

As long as someone has earned income (and doesn’t make more than the cap), they can contribute to a Roth IRA (up to the maximum amount).

Say your child or grandchild earns $3,000 in the summer: they could contribute up to $3,000 to a Roth. Of course, they may not want to forfeit all their earnings, but if they’re able to, this may be a prime opportunity to impart the value of saving. If you’re feeling nice, you could “gift” them the $3,000 to replace what they saved.

Roth contributions are taxable now and enjoy tax-free future gains. Beyond the magic of compounding, starting a Roth account early has other benefits: 

  • At any time, you may withdraw contributions without facing a penalty or taxation. 
  • Beginning five years after the Roth was opened and funded, account holders can take out up to $10,000 (earnings and contributions) to fund the purchase of their first home, tax- and penalty-free.  
  • Beginning five years after the Roth was opened and funded, account holders can use it to pay for qualified college expenses, penalty-free (earnings will be taxed as regular income). 

As children near college age, investors may have questions: the government does not include retirement accounts as assets in the calculation for student aid, so this type of savings vehicle should not impact the availability of federal financial aid. 

Withdrawals would be counted in the calculation, but be aware: the FAFSA uses a “prior-prior year” income picture to avoid having to base their decisions on estimations. So, for example, even withdrawals made in a 4-year graduate’s junior year shouldn’t affect their aid eligibility. 

The process of getting something like this set up isn’t terribly complicated. It is not necessary for the working person have a W-2, though we do recommend keeping records (think: basic invoices or even simple receipts from the neighbors for those lawnmowing or babysitting services). 

Clients, could this be a way to help your children or grandchildren preserve a piece of summer? Call or write, anytime.


A Roth IRA offers tax deferral on any earnings in the account. Qualified withdrawals of earnings from the account are tax-free. Withdrawals of earnings prior to age 59 ½ or prior to the account being opened for 5 years, whichever is later, may result in a 10% IRS penalty tax. Limitations and restrictions may apply. 

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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Play the audio version of this post below:

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