No. 2 – Milwaukee Bucks
Dillon Brooks and the Milwaukee Bucks find themselves in a similar position of embarrassment at the time of this writing. In fact, it would be harder to find two bigger stories right now than Brooks’ failed antics against the Lakers and the Bucks, who boasted the best record in the NBA, losing to a depleted Miami Heat team 4-1 in the first round. Joining forces this off-season could allow these two to rehabilitate their images together.
Brooks checks off several boxes for the Bucks, starting with their impending need for wing depth. Wesley Matthews and Jae Crowder will both enter NBA free agency, while Pat Connaughton and Grayson Allen are not safe from trade rumors. On top of possibly adding a 6-foot-7 defender in Brooks, the Bucks would be adding a much-needed touch of youth to a roster that desperately needs to get younger in the off-season. After getting scorched by Jimmy Butler throughout the first round, the Bucks should embrace adding a defensive-minded wing with open arms.
Again, Brook’s contract situation could also convince the Bucks to take a gamble on the forward if he is not going to seek a hefty deal. If the financially-limited Bucks could get Brooks on a “prove it” deal or something close to it, it would be a big win as they look to bolster their wing rotation.