Last month, we dedicated an issue of the journal to Odds On. As we were putting that together, I had a realization. The reason I’m actually here at Hill is because of this book I read years ago.

Before Hill, I worked at Dimensional Fund Advisors. That’s how I met Matt Hall, through a study group we were putting together of advisors who had an aptitude for media and marketing. In advance of that meeting, I read Odds On. What initially stuck out to me is how the book reads. It’s not a typical finance book. There’s no jargon. There are no equations. It’s simply a story about someone finding a better way to invest and building a firm that treats clients right.

Hill is a really special place. What is apparent to me now is that the values and the things that drew me into the firm years ago still ring true. The intentionality we put into every interaction. The hospitality we try to show our clients every step along the way.

Making the switch ultimately gave me the ability to use my CFP in a much more meaningful way. Rather than just focusing on investments, now I get to help and guide clients through some of the most important financial decisions of their lives.

Looking back, reading Odds On and meeting Matt felt relatively small at the time. Today it feels more monumental. It led me to where I am now, and it shaped the way I show up for this work and the way we want to treat clients every day here at Hill.

Since my introduction to Odds On many years ago, I’ve always shared the book as a recommendation for people who want to better understand our industry and the way we think about investing. It feels less like a book and more like a note from a friend, or a story passed along by someone you trust. It’s one of the easiest books I’ve ever read, and it’s stuck with me in a way that not many others have.

When I learned we were doing a newsletter issue all about Odds On, I found myself saying to someone on our team, “You know, it’s funny… I hadn’t really thought about this directly, but the book is actually the reason I’m here at HIG today.”

Before Hill, I worked at Dimensional Fund Advisors, a now $1T+ money manager and the pioneer of evidence-based investing. I met Matt Hall through a new study group we were launching, a group of evidence-based advisors we brought together from around the country who all had an interest and aptitude for media and marketing. Odds On put Matt at the top of our list, and he became one of the founding members of that group.

I had read Odds On in preparation for our first meeting, so I had a sense of Hill and its mission. But it was really through getting to know Matt in that group, hearing how he talked about his purpose, the people he works with, and the way Hill cares for clients, that made both him and the firm stand out.

In my role at DFA, I worked with hundreds of advisory firms across the country. It gave me a unique lens into how firms operate; what they prioritize, how they invest, and how they show up for their clients. Hill always felt different. There was a level of care and intentionality behind each decision, a real desire for clients to feel known and taken care of, and a culture of excellence. The kinds of things every firm likely strives for, but not all are able to truly deliver.

All of that made the decision easy when the opportunity to join Hill came along. I get to do work I love, with people I genuinely enjoy, and care for clients in a way that feels meaningful and aligned with who I am (a caring nerd!).

I don’t think I’d be here today without Odds On. So thank you to Matt for writing it. I doubt finding one of your lead advisors 10 years down the road was top of mind when you sat down to write it, but I’m really glad you did.

Recently, our Hill team gathered at Round Hill (a storied boutique resort) in Jamaica to mark an important milestone: 20 years of serving the families who have placed their trust in us.

It was a true celebration.

Yes, islands, especially Jamaica, have a way of slowing you down. But what made the time meaningful was the chance to pause together and reflect on what has been built over two decades and, more importantly, why it was built in the first place.

As I looked around the group, I kept coming back to something Rick Hill impressed upon me early on: great firms endure because of people who care deeply, take quiet ownership, and hold themselves to a high standard, whether anyone is watching or not.

That spirit was unmistakable throughout the trip.

There was plenty of laughter. Real connection. The kind of easy camaraderie that only develops over years of working alongside people you respect and trust. We also invited spouses to join us, and that added a dimension I did not fully appreciate until I saw it unfold. Our work at Hill asks a great deal of the people who choose this path. Having spouses there brought more context, more gratitude, and more heart to the experience. It reminded all of us that the strength of Hill is supported by families who quietly stand behind the scenes.

The pinnacle for me came on our final night together. One by one, team members stood up and shared their favorite memories from their time at Hill. Some were funny. Some were deeply moving. All of them pointed to the same thing: a group of people who genuinely care about one another and about doing work that matters.

In that moment, it felt like we had quietly crossed into a new level of shared commitment. Not a finish line. Something better. A deeper understanding of what we are building together and why it matters.

Each year, during our time together, we present the Rick Hill Award. It is one of the traditions we hold most dear because it honors the kind of steady, values-driven contribution that Rick modeled from the very beginning. I am excited to share more about this year’s recipient below.

20 years in, Hill has never been stronger. We remain focused, grateful, and energized about the road ahead.

If you have been with us for part of this journey, thank you. Your trust is the reason moments like this matter.

And the most meaningful part of the story is still ahead.

Take the long view,

Matt