Featured entries from our Journal

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

Category: A piece we love

Beyond the Portfolio: Paving the Way for the Next Generation

image of two men sitting on stools talking with a play button over the top
Click the image above to view Part 1 of the story of West Contracting with Larry West and Chris West.

The best part of our work is the relationships we build with our clients. This series celebrates those relationships by highlighting the interesting people behind the portfolios. This spring, several members of our team had the opportunity to visit Larry West at his remarkable Route 66 Museum, Campbell’s Service, in Pacific, Missouri.

What began as Larry’s appreciation for America’s “Mother Road” has grown into an incredible collection of vintage service station memorabilia and Route 66 treasures, all thoughtfully displayed in a restored building along Historic Route 66. The museum is a labor of love, filled with carefully curated signs, gas pumps, and artifacts. Walking through the museum feels less like visiting a collection and more like stepping back into a piece of American history.

That same commitment is evident in their family business, West Contracting. Founded in 1956 by Larry’s parents, Norman and Mary West, the company has grown from a small family business into one of Missouri’s leading paving contractors. For nearly 70 years, the West family has helped build the roads that connect our communities, while earning a reputation for hard work, integrity, and putting relationships first.

This year, West Contracting reached another exciting milestone as the company celebrated its 70th anniversary. As part of the celebration, Larry sat down with his son, Chris, to reflect on the company’s history, the lessons learned over the decades, and what it means to prepare the next generation to carry the business forward. Their conversation wasn’t just about construction—it was about family, leadership, and leaving things better than you found them.

 View Part 1 here. 
 View Part 2 here.

At Hill Investment Group, our motto is Take the Long View. While we often think about that in terms of investing, it’s just as meaningful when we see clients who have spent decades building businesses, preserving history, and investing in future generations.

Larry and Kathleen have done all three.

We’re grateful they welcomed us into a place that’s so personal to them, and we’re even more grateful to know them as clients and friends.

Beyond the Portfolio: Rick & Lynn Hill

six people lined up on stage, two of them receiving an award

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.

Play Ball!

Rick Hill, Matt Hall, Michael Lewis, Buddy Reisinger

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.

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Featured entries from our Journal

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

Hill Investment Group