2. Jerami Grant
Grant played with Damian Lillard in Portland last season where he averaged 20.5 points, 4.5 rebounds, and 2.4 assists in 35.7 minutes per game. The 6’8 forward shot over 40 percent from 3-point range and is known for his ability to guard multiple positions and thrive in different roles.
Grant signed a five-year $160 million extension with the Blazers to open free agency. Portland hoped it was enough to keep Lillard happy, but the seven-time All-Star requested a trade before the ink was dry on the deal. Grant’s experience playing next to Dame and his 2020 playoff run with the Nuggets could have the Bucks interested in acquiring him.
Many viewed his new contract as an overpay by Portland, but there are not many 6’8 wings who are plus 3-point shooters and scorers and can defend multiple positions. Grant makes any contender better if he is willing to buy into his role.
Swapping Khris Middleton for Jerami Grant is a step down in talent, but the current Blazer is three years younger and currently healthier. If Middleton can only play 25 minutes per game for the entire season, Grant is an upgrade. The Bucks will struggle to make this trade because of their lack of draft capital, but his oversized contract could scare other bidders away.