Hello and Welcome Raptors GM Bobby Webster talks 2025 Draft, full Kawhi Leonard trade details, and life in Toronto
Jun 18, 2025
Bobby Webster, General Manager of the Toronto Raptors, shares insights about his journey in the NBA and the team's history. He reveals never-before-heard details about the Kawhi Leonard trade and discusses the challenges of the 2025 Draft, including a near-miss with Cooper Flagg. Bobby reflects on the camaraderie among players and memorable championship moments, as well as the evolution of leadership within the team. He also offers humorous anecdotes about his experiences as a GM, touching on the vibrant basketball culture in Toronto.
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Chapters
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Episode notes
Evaluating Players Off Court
- GMs evaluate young players in all settings including dinners and travel, not just on court.
- Watch behavior off court since it reveals true character and fit with your team.
Toronto’s Outsider Underdog Spirit
- Toronto was an unexpected destination for many, including Bobby Webster who didn’t even know where it was.
- The "We The North" campaign captured the outsider spirit and Winnipeg’s hockey city stereotype brilliantly.
GM Focus: Now and Future
- As a GM, balance focus between current roster and future draft prospects.
- Use offseason workouts to build chemistry and develop young talent continuously.