The Toronto Raptors made headlines by promoting Bobby Webster to lead basketball operations following Masai Ujiri’s departure.
Instead of bringing in another big-name executive, the franchise doubled down on continuity and handed Webster the keys to the NBA team’s future.
That decision comes with both trust and pressure. Toronto hasn’t reached the post-season in three years, and expectations around its young core are rising.
Raptors general manager Bobby Webster calls the 2025 NBA Draft now mission No. 1 for the front office:
“I think we had identified this year’s draft as particularly strong… obviously the lottery balls and lottery Gods will determine where we end up.” pic.twitter.com/1HMrOX28Nb
— Libaan Osman (@libaanstar1) February 7, 2025
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Webster inherits a roster built in Ujiri’s image, defined by bold trades, draft gambles, and a championship in 2019.
But the league has shifted quickly since then, and the Raptors now face the challenge of keeping up in an increasingly competitive Eastern Conference.
For Webster, the next steps will be crucial in determining whether the Raptors can climb back toward contention. Here are five things he must immediately address.
Photo by Mark Blinch/Getty ImagesDefine a clear vision after Ujiri’s exit
Masai Ujiri built the Raptors into a championship-winning franchise, and his shadow looms large. Webster has been a steady hand behind the scenes since 2013, but now the spotlight is his alone.
Fans will want clarity on what this new era looks like, whether it’s prioritising youth development, being aggressive on the trade market, or a blend of both.
The messaging must be consistent to establish confidence inside and outside the locker room.
Secure Scottie Barnes as the face of the franchise
Scottie Barnes has emerged as the centerpiece of Toronto’s rebuild.
At 23, he already holds an All-Star ceiling and has shown the versatility to lead on both ends of the floor.
Webster’s first job is to ensure Barnes is not only contractually secure but also surrounded with the right pieces to unlock his full potential. Toronto’s ability to build around Barnes will define the next half-decade.
Decide the future of Brandon Ingram and RJ Barrett
Both Brandon Ingram and RJ Barrett are high-usage wings with upside, but questions remain about their long-term fit together.
Ingram’s scoring efficiency can elevate Toronto, while Barrett’s playmaking and defence add balance.
The challenge for Webster is determining whether this pairing can coexist at a playoff level or if one becomes a trade chip to diversify the roster.
Address frontcourt stability
Jakob Poeltl gives Toronto a traditional big man presence, but the depth behind him is thin.
Webster must decide if a stretch forward or a defensive anchor should be added to complement the current group.
A reliable rotation piece in the frontcourt could ease pressure on Barnes and Ingram, allowing them to play more freely in their natural positions.
Restore playoff competitiveness
Toronto’s three-year playoff drought has eroded momentum with fans. A return to the post-season, even through the Play-In, would validate Webster’s promotion and restore belief in the franchise’s direction.
Whether through trade, free agency, or maximising the young core, Webster’s moves in the coming months will determine if Toronto is merely rebuilding or truly aiming for contention again.