Webb played for Curtis Baptist High School in his hometown of Augusta, Georgia for two years.

He then transferred to The Oaks Virtual School (Hilton Head, South Carolina), where he averaged 23 points, nine rebounds, and five assists per game while being named team MVP.

He also lettered in tennis, soccer, baseball, track, and cross country during his high school career.

[4] The next year he averaged 15.8 points, 9.13 rebounds (7th in team history), and 1.4 steals per game with a .552 field goal percentage as a junior, leading the Broncos in the first two categories.

On July 5, 2023, Webb signed a two-year deal with Israeli powerhouse Maccabi Tel Aviv.

[24] On January 10, 2025, Webb signed with the Liaoning Flying Leopards of the Chinese Basketball Association (CBA).

[25] On May 23, 2019, Webb and current Sacramento Kings center Richaun Holmes were arrested for possession of marijuana in the state of Florida.