I would rather trade up for Jamal Murray if you want a guard. But you would probably need to get into the top 5 or maybe #3 to make that happen. Theoretically if you could trade Middleton and Monroe to the Celtics for #3 and #16 plus maybe a player. You could get Murray at #3, Poeltl at #10, and Valentine at #16 and you would have a boatload of cap space to make a run at someone like Hassan Whiteside, Damar DeRozan, Dwight Howard, Etc. End up with a lineup of Giannis Jamal Murray Jabari Parker Hassan Whiteside ? With the Middleton rumors floating around I am having difficulties envisioning the Bucks getting better by trading him unless they nab a really high FA due to the cap space. Turning Middleton and Monroe into say DeRozan, Murray, Poeltl and someone from the Celtics sounds kind of appealing though.