Caleb Wilson’s first steps with the Chicago Bulls already come with a serious built-in advantage: Derrick Rose is in his corner.
The former UNC playmaker has joined Chicago and is working through offseason workouts as he gets ready for his regular season debut. Before he ever takes the floor at The United Center, though, he’s already getting guidance from one of the biggest names the franchise has ever had.
Rose was recently spotted at the Bulls facility working out with the players, and he spent time offering Wilson advice on the hardwood. Wilson clearly noticed. He posted, “kill em pooh https://t.co/9Wbst2DyHP” on July 2, 2026.
For Wilson, that kind of support matters. He’s entering a new city with plenty of attention on him, and having Rose around gives him a direct line to someone who knows exactly what it means to carry Chicago’s expectations. When a player of Rose’s stature steps in to help, that’s not small.
Rose, the No. 1 overall pick in the 2008 NBA Draft, played his first seven seasons with the Bulls before moving on to the Timberwolves, Pistons, Knicks and Grizzlies. His career may have taken him elsewhere, but his connection to Chicago never went away. The Bulls honored that bond in January by hanging his jersey in the rafters.
That’s part of what makes this such a notable moment for Wilson. Rose isn’t just another veteran offering pointers. He’s a Chicago icon, and now he’s helping a new Bulls player settle in and grow.
Wilson already showed in Chapel Hill last year that he knows how to win people over. He was a joy to watch, and the community embraced him. Saying goodbye to campus was tough, but now the focus shifts to Chicago, where plenty of fans will be eager to see what he does next.
Wilson is fully recovered from his thumb injury, and the wait for his Bulls debut is almost over. When he finally gets on the floor, the hype will be there.
So will the pressure. But with Rose helping guide him, Wilson has one of the best possible voices in his ear as he prepares for what’s expected to be an outstanding 2026-27 season.
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