First, I have tried Herro + Ware + Jaquez for Giannis on the trade machine and it doesn't appear to work. I think it would have to be Herro + Ware + Jovic. With Herro flipped to DET for Holland and Stewart.
I think the net is that in a trade with MIA, MIL would get:
Ron Holland, Isaiah Stewart, Nikola Jovic, and Kel'el Ware MIA #13, and other picks.
If Brown went to ATL, based on one proposed trade above (which seems in the ball park to me if it were to happen), MIL would get:
Kuminga, Kispert, Risacher, ATL #8, and other picks
(I might do Okingwu instead of Kispert, but about the same idea)
I am not sure it is clear which is better for MIL. I am assuming that the "other picks" is similar. In the MIA case, they all come from MIA. In the BOS case, maybe at least 1 needs to come from BOS.