John Reagan, Director


John supports the firm by focusing on client service, portfolio oversight, and all-around firm operations. With a sharp eye and ear for service, he helps simplify life for our clients.

A graduate of Trinity University, where he studied finance, accounting, and economics, John arrived at Hill Investment Group with four years of experience at one of the largest financial services firms in the country.

Having first been selected for his former company’s respected development program, he went on to become a financial advisor for the company. He excels at crafting strategic financial plans for both individuals and families, as well as developing and sustaining client relationships.


An older man stuck in a younger man’s body. I am up most mornings before the sun and read a hard copy of the newspaper. I can’t stand being late, and I enjoy listening to Frank Sinatra.


I was a baseball umpire when I was 14. It taught me how to deal with conflict at an early age.


My wife Molly and I have been married since 2011. We first met when we were 15 at St. Louis’ Fleur de Lis Ball, though we never dated during our high school years. She stayed on my mind, though, as her twin brother sat behind me for four years at Saint Louis University High School, the all-boys school I attended. During our sophomore year of college, when we were 1,000 miles apart (I was at Trinity, she was at Mizzou), a spark was lit. We dated long-distance for our final two years of college and have been together ever since. We have two little boys (less than a year apart), James and Thomas.



The St. Louis Post-Dispatch, The Wall Street Journal, and


My dad. At The Muny — St. Louis’ famous outdoor theater — his first job was picking up trash. He eventually worked his way to his current role of President of The Muny. His work ethic, passion, and humility inspire me.


During my junior year of high school, I broke my right hand two weeks before I was to compete in the state racquetball tournament. Being right-handed, this was going to be an issue. For the next two weeks I spent every evening after school teaching myself to play left-handed. I ended up finishing third in my seed at state that year.


My experience has taught me that truly listening is the key to service. Not only listening to hear the explicit question, but also listening to learn more about what prompted the original question. We all have a desire to be understood, and I’ve found that listening is the best way to give someone else real understanding. Everyone at Hill has this same approach. We really care, which is what makes genuine listening possible.


I am a member of the Saint Louis University High School Alumni Board. It’s a great way for me to give back to a school that gave me so much — and to also stay connected with my classmates and peers. I am also involved with the Young Friends group at The Muny.


I stay busy by staying active, both physically and mentally. I love being outdoors, and try to spend any "free" time I have with my kids. I try to do some sort of physical exercise at least 4 days/week, and stay sharp mentally by reading and listening to thought leaders, both at the forefront of our industry and others.



Molly was a kindergarten teacher after graduating college. One Friday afternoon, I surprised her and her class by having Fredbird — the popular St. Louis Cardinals mascot — drop into her classroom unannounced. Then I strolled in and proposed in front of the class.


Sports have always been a big part of my life. Growing up, it was soccer, baseball, and basketball—and later lacrosse and racquetball. I was part of a state championship for my high school soccer team and then played college soccer at Trinity. To this day, I continue to play multiple sports. The team approach of athletics is something I feel strongly at Hill as well. It is certainly something that drew me to the firm.


In college, I was one of a select group of students chosen to manage $1 million of the university’s endowment. This taught me an early lesson about the difference between managing your own money and someone else’s.


Trust. Our clients trust that we are working as their advocate. We work hard to first gain that trust—and maintain it. One way we do that is through being reliable. Our clients know that if we tell them we are going to take care of something, then they can take it off of their "to-do" list.


“Nice guys finish first.” – Unknown

If you continue to do the right things, people will notice and you will ultimately end up more successful than if you tried to take a shortcut or cheat your way to victory.

“A real man loves his wife, and places his family as the most important thing in life.” – Frank Abagnale

Having a lot of money or a lot of power doesn’t make you a real man. Being a loving husband and always there for your children is what makes you a real man.