Jeremy Castleberry joins Raptors coaching staff
Kawhi Leonard's longtime personal trainer and closest friend, Jeremy Castleberry, becomes Toronto's assistant coach for player development for 2026/27.
Toronto have confirmed their coaching staff for the 2026/27 season, and the most notable name on the list is not a head coach but an assistant for player development: Jeremy Castleberry, Kawhi Leonard's long-time personal trainer and closest friend in the game.
The appointment follows Leonard's return to the Raptors this month in a trade from the Clippers. Castleberry now follows him back to Canada in a staff role.
The two have known each other since they were 14, coming up together at King High School in California before playing at San Diego State. Around the league, Castleberry earned the nickname "Kawhi's whisperer" for the sway he holds over a player known for saying little in public.
Castleberry has stayed close to Leonard through every stop of his professional career, including the recent Clippers years and the championship run in Toronto.
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