What Bobby Webster’s Job Security Means for the Raptors’ Deadline Plans
Bobby Webster’s role with the Toronto Raptors looks more secure than many initially believed heading into the 2026 NBA trade deadline. After Masai Ujiri’s offseason departure, Webster took on increased responsibility, and early reports suggested he was entering the final year of his contract.
Now, new reporting indicates Webster’s job is safe and that extension discussions are already happening behind the scenes. That raises a key question: does job security change how aggressive the Raptors will be at the deadline?
In this clip, we break down whether Webster still has incentive to make a bold move, how stability in the front office impacts trade strategy, and what this could mean for Toronto’s approach to buying, selling, or staying patient.
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8 Comments
We need Masi Ujiri back
What the hell did Webster do to get fired? Im confused..
I keep hearing they are signing him to an extension. I don’t think he is making any panic moves.
It’s already been said and discussed, a lot, days ago. He’s not in a rush and his job isn’t on the line. Plus, they assured him he is fine. It’s just podcasts and fans creating the soap operas. Again, we’ve already been told what the case is, surrounding his contract. Seat isn’t hot. Raps record is better than this time, last year. If people can’t see that there is OBVIOUS improvements, they just don’t want to.
Only a fool would break up a winning team. Let's see if he's a fool
😂 the ink is not even dry on BW contract and you already going to start flying out rumors as to his job security. This is priceless. Talk about itching for content 😂😂😂. Are things in the league that quiet jajaja
Ok sorry for that but, dude, you kept floating back and forth between what you advocating for? Lol
Dude they just said there's no pressure on Bobby, his job is safe