For years now, the Toronto Raptors have been one of the best teams in the entire NBA and in fact, they have the fourth-most wins out of any franchise in the league since the start of the 2012-13 season with 435 total regular season wins, trailing just the Warriors (474), Spurs (463) and Clipper (459). 

Kyle Lowry, Fred VanVleet and Pascal Siakam have made up a strong core through the years, but times are changing in Toronto. Lowry is now an unrestricted free agent and after finishing 27-45 during the 2020-21 season, the Raptors could be looking to take things in a new direction. 

Hitting the “reset” button and starting over to turn themselves back into a true championship contender in the Eastern Conference is definitely in play, but seeing as they have a lot of talent already on their roster, the Raptors could very well look to trade for another high-level talent should Lowry leave in free agency. 

Fred VanVleet and Pascal Siakam are both really strong players, but both of them together are not enough anymore to carry Toronto back to the NBA Finals. Adding another borderline All-Star talent in their backcourt could be in the future plans of the Raptors, which is why CJ McCollum is a player to watch. 

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The Portland Trail Blazers seem to be taking things in a new direction with new head coach Chauncey Billups and could look to leverage McCollum in attempts to get Damian Lillard more help. There are other trade scenarios and teams Portland will be looking at in order to upgrade their overall roster talent, but Toronto does have a lot of potential assets they could offer. 

With this said, let’s take a look at a hypothetical offseason trade proposal between the Portland Trail Blazers and Toronto Raptors that would send CJ McCollum to Toronto to pair up with VanVleet and Siakam.