The Chicago Bulls are notorious for retaining talent past its expiration date. In recent seasons, Chicago has held onto Alex Caruso, DeMar DeRozan, and Zach LaVine for far too long, recouping meager assets in return for each of the three players.
The Bulls swapped former All-Defensive Team selection Caruso for Josh Giddey, who was coming off his most disappointing season to date. In the same offseason, Chicago executed a sign-and-trade with the Sacramento Kings to send DeRozan to the California capital in exchange for Chris Duarte and two second-rounders. Lastly, the Bulls dumped LaVine, receiving a trio of role players and a first-round pick (originally their own) in return.