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Toronto Raptors hire Jeremy Castleberry to coaching staff alongside Kawhi Leonard

Yahoo Sports • 1 min read • Latest: Sep 18, 2026, 5:24 AM

Last updated Sep 18, 2026

Toronto Raptors hire Jeremy Castleberry to coaching staff alongside Kawhi Leonard

Summary

The Toronto Raptors announced that Jeremy Castleberry, a close friend of Kawhi Leonard, has rejoined their coaching staff for the 2026-2027 NBA season. Castleberry previously worked with Leonard during his championship run in 2019 and throughout Leonard's career. This move comes as the Raptors look to enhance their roster with Leonard's return after acquiring him via trade. The Raptors, under head coach Darko Rajakovic, have finalized their coaching lineup, which includes other notable assistants like Stephen Silas.

Source Links

Yahoo Sports

Status Watch

•Jeremy Castleberry rejoins the Raptors coaching staff for 2026-2027.
•Castleberry has a long history with Kawhi Leonard dating back to high school.
•He was part of the Raptors' staff during their 2019 championship season.
•Head coach Darko Rajakovic has finalized the team's coaching lineup.
•Stephen Silas is also among the Raptors' assistant coaches.

Latest Updates

5:24 AMYahoo Sports — Toronto Raptors Add Kawhi Leonard Best Friend To Coaching Staff

What they're saying

"
One of Kawhi Leonard’s closest confidants is rejoining the Toronto Raptors as the team looks to please their newly acquired superstar. According to the team’s announcement, Leonard’s best friend Jeremy Castleberry rejoined the Raptors coaching staff, coinciding with Leonard’s return to Toronto for the upcoming 2026-2027 NBA season. Castleberry was part of the finalized coaching […] The post Toronto Raptors Add Kawhi Leonard Best Friend To Coaching Staff appeared first on HEAVY.
— Yahoo Sports

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