Investing in People

Some people make an impact through their work. Others make an impact simply through the way they treat people. Rick and Lynn Hill have done both.

Many of you know Rick as the co-founder of Hill Investment Group and someone whose vision helped shape our firm into what it is today. Outside of HIG, Rick and Lynn have also spent years quietly supporting organizations that make St. Louis a stronger community.

The Hills have been longtime supporters of Lift for Life Academy, a St. Louis charter school focused on helping students and families through education, support, and opportunity. Last month, they were honored at Lift for Life Academy’s annual Fashion Show for their continued generosity and commitment.

Anyone who knows Rick and Lynn probably isn’t surprised by that recognition. What has always stood out to me about them is that their generosity is both genuine and personal. They care deeply about people, and they believe in showing up consistently over time. Not just a pop-in. In many ways, their support of Lift for Life reflects the same philosophy that has shaped Hill Investment Group for years: Take the Long View.

At HIG, we often talk about long-term thinking in the context of investing, but Rick and Lynn live that idea in a much broader way. They understand that the most meaningful things in life, strong relationships, thriving communities, and lasting change, are built slowly and intentionally over time.

While Rick is well known professionally, Lynn has clearly been an equal partner in their commitment to family, philanthropy, and community. In fact, Rick calls Lynn his “secret weapon.” Together, they have created a life centered around success, generosity, and stewardship.

We are proud to celebrate Rick and Lynn — not only as longtime clients and friends of the firm, but as people who continue to make St. Louis better by taking the long view in the ways that matter most.

If you’re interested in discussing ways to get more involved in your community, let’s talk.

When Opening Day arrives, it brings optimism, but there is also a familiar temptation: to focus on what’s happening now instead of what actually matters over time.

I find myself returning to the ideas of Michael Lewis, not just his iconic baseball book Moneyball, but also his recent appearance on the Acquired podcast. The common thread isn’t baseball. It’s perspective.

Moneyball wasn’t really about baseball statistics—it was about seeing differently. The Oakland A’s, constrained by budget, were forced to challenge conventional wisdom. They stopped paying for what was visible (batting averages, body type, “intangibles”) and instead paid for what actually drove outcomes but was underappreciated (on-base percentage). In short: they exploited inefficiency.

In his Acquired conversation, Lewis reflects on a similar dynamic across industries—how markets, people, and institutions repeatedly misprice what truly matters. The lesson isn’t just about being contrarian. It’s about being patient enough to let the truth play out.

That’s where “taking the longview” comes in.

In investing, as in baseball, the scoreboard updates constantly, but the real game unfolds over seasons (even generations!), not innings. Short-term noise is seductive and sometimes scary. It feels actionable. But it’s often just that: noise. The discipline is in identifying what actually compounds over time and then having the temperament to stick with it when it’s temporarily out of favor.

For our clients, that translates into something simple but difficult: staying invested in what works, even when it temporarily doesn’t feel like it. That’s what we’re doing every day. Helping our clients maintain the behavior that pays off in the long term.

The genius of Moneyball wasn’t the data. It was the willingness to endure looking wrong in the short term to be right over the long term. That’s really hard to do!

At Hill Investment Group, that’s the game we’re playing. Not predicting the next pitch, but building a process that wins over full seasons…full lifetimes.

In the end, the real advantage—whether in baseball or investing—isn’t speed. It’s clarity, patience, and the discipline to let time do the heavy lifting. Thank you for taking the long view with us.

If you’d like a new copy of Odds On (The Moneyball of investing) or want to gift it to a friend or family member, click here. We’re happy to share how it just might transform someone’s future and those that come after them.

Carl Richards, a longtime friend of the firm and someone many of you know through our events, books, and conversations over the years, generously sent this video in honor of the 10th anniversary of Odds On. Carl’s endorsement was featured on the front cover of the book, and his encouragement has meant a great deal to us from the very beginning.

For newer readers, Carl is the creator of the Sketch Guy column and is widely known for his work helping people think more clearly about money, behavior, and what really matters. He is the author of several books, including The Behavior Gap and his newest release, Your Money, and he also hosts podcasts including Behavior Gap Radio and 50 Fires. We hope this video brings you the same joy it brought us, especially if Odds On has shaped your thinking in some meaningful way too. Carl has a new book released not long ago called Your Money, reach out to us if you’d like a copy.