Caleb Smith graduated from Trenton High School in 2011 and earned his undergraduate degree in Economics from the United States Military Academy at West Point in 2015.

After graduation from West Point, Caleb served for 5 years in the United States Army as a Field Artillery Officer. He was stationed at various locations during that time frame, including Fort Carson, Colorado and Fort Bragg, North Carolina.

After resigning his commission from the military, Caleb attended law school, and in 2022, he became an Investment Advisor Representative. In 2023, he graduated from The University of Florida Levin College of Law. After graduation, Caleb joined his father, grandfather, and brother at Smith Asset Management Company, an SEC-registered investment adviser located in Chiefland, FL. 

In addition to being an Investment Advisor Representative and an attorney, Caleb has been the head coach of T-ball teams in the Newberry and Gilchrist Leagues where he has enjoyed teaching his sons all about baseball. In the local community, Caleb is a member of the Chiefland Rotary Club and attends Pine Grove Baptist Church in Chiefland, FL.

In his free time, Caleb enjoys golfing, boating, reading, and spending time with his wife and two sons Asher and Jensen. He has been married for 10 years to the former Mackenzie Silcox.