Story perspectives

Raptors Extend GM Bobby Webster Amid Playoff Return

6/9/2026

Summary

Raptors Extend GM

The Raptors and Maple Leaf Sports and Entertainment signed a multi-year extension for GM Bobby Webster.
Webster entered his 10th season as GM, with terms undisclosed.
The Raptors extended vice-presidents Dan Tolzman, Keith Boyarsy and Tyla Flexman after a 46-36 season that returned them to the playoffs.
Raptors hold 19th pick in 2026 NBA Draft, reflecting Webster’s role in 2019 title and a 591-455 record since 2013.

Summary

Ujiri Leads Mavericks

Masai Ujiri, dismissed as Toronto Raptors president in August 2025, is now running the Dallas Mavericks.
Sportsnet reporter Michael Grange reported the impending extension shortly after the Raptors’ season ended, before the official announcement.
Bobby Webster thanked MLSE chief executive officer Keith Pelley and the board for their confidence and support.
Keith Pelley praised Webster’s elite understanding of the game and the NBA as a key factor in the team’s competition.

Summary

Webster Takes Reins

Bobby Webster assumed full control of the Raptors’ basketball operations in June 2025 after Masai Ujiri left.
Reporter Lindsay Dunn obtained the news through the team’s internal communications channel.
Maple Leaf Sports & Entertainment said the club is shifting from a rebuild to a contending window starting in the 2026-27 season.
The Raptors extended the series against the Cleveland Cavaliers to seven games and announced a multi-year extension on Monday.

Summary

Webster Promoted

Bobby Webster was promoted to executive vice president and got a contract extension.
Toronto acquired Brandon Ingram from the New Orleans Pelicans in February 2025.
Ja'Kobe Walter, Jamal Shead and Collin Murray-Boyles, drafted in 2024-25, became playoff rotation players.
Sandro Mamukelashvili signed a $2.6 million contract and posted his best season.
The front office added a new coaching staff aimed at developing young talent, with Scottie Barnes as the centerpiece.

History

Historical Context

The NBA approved a 1993 expansion fee of US$125 million, granting John Bitove’s group the 28th franchise that debuted as the Toronto Raptors in 1995. After early struggles, the team captured its first NBA title in 2019 under stable leadership. Now MLSE has extended GM Bobby Webster, echoing the league’s original emphasis on continuity.

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Raptors Extend GM

The Raptors and Maple Leaf Sports and Entertainment signed a multi-year extension for GM Bobby Webster.
Webster entered his 10th season as GM, with terms undisclosed.
The Raptors extended vice-presidents Dan Tolzman, Keith Boyarsy and Tyla Flexman after a 46-36 season that returned them to the playoffs.
Raptors hold 19th pick in 2026 NBA Draft, reflecting Webster’s role in 2019 title and a 591-455 record since 2013.

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