Webb grew up in Opelika, Alabama, and attended Beauregard High School.
[1] At Beauregard, he helped the football team win their first state championship during his junior year in 2016.
He was named the Sun Belt Conference Offensive Player of the Week honoree twice and finished the regular season with 1,015 rushing yards making him the second player in school history to rush over 1,000 yards in a single season.
[16] On April 29, 2024, Webb received a rookie minicamp invite by the Miami Dolphins.
[18] On October 3, 2024, Webb signed with the San Antonio Brahmas of the United Football League (UFL).