Anfernee Simons has made it clear that he wants to play on a contending team. At the end of the 2023-24 season, Simons said, "We don't want to have another year like this. My sixth year is done now, going into year seven, I want to have the opportunity to win."
The Portland Trail Blazers exceeded expectations last season with a 15-win improvement and an exciting end-of-season chase for a play-in spot. Still, a 36-win season doesn't exactly align with Simons' wish to win. He'll finally get that opportunity with the Boston Celtics, who are just one season removed from winning the title.