Dickson was born and raised here in Huntsville. He enjoyed sports as a youth and went on to play baseball at Southwestern University — a passion he has kept alive, still coaching summer baseball today. Like his father, he also loves to travel and enjoys history. Dickson joined Wharton Insurance Network in April 2021, after working as a Recruiter at Sam Houston State University. He and his wife, Lindsay, have one child, with another on the way.