3. DeMar DeRozan
He ended up in San Antonio in the Kawhi Leonard swap. DeRozan was already a four-time All-Star and elite scorer. He helped the Raptors make the playoffs five straight years and was a key part of that era.
Things changed with the Spurs. DeRozan was on a rebuilding team, so his strong stats did not translate to All-Star appearances or accolades. He remained an elite scorer, and San Antonio traded him for a first-round draft pick and two second-rounders in 2021. DeRozan ended up in Chicago but will be a free agent after this season.
He has had extension talks with the Bulls, but no deal was reached. The 34-year-old is looking for another massive payday. Does his current team offer it? If not, DeRozan would be free to sign with any team, and a reunion with the Spurs cannot be ruled out.
He may not be the perfect fit, but having a 6’6 forward capable of scoring 20 points and dishing out six dimes every night is a plus. DeMar DeRozan does his best work in the mid-range, which could clog the floor a bit. Still, adding an elite scorer next to Victor Wembanyama makes the Spurs better.
San Antonio could decide an elite shooter is the superior fit, and there figures to be a former All-Star available if the Spurs can convince him to leave the Bay Area.