The Damian Lillard trade looks great after that haul for Jrue Holiday. So Portland had:
Blazers receive: Jrue Holiday, Deandre Ayton, Toumani Camara, Bucks' 2029 first-round pick (unprotected), swap rights on Bucks' 2028 and 2030 picks
Now they have traded Jrue for Brogdon, Rob Williams 2024 GSW 1st, 2029 unprotected Celtics 1st.
Portland could trade Brogdon and Rob Williams and pickup at least another 1st for each one of them. Maybe 2 for Timelord. That would add 4-5 1sts on top of the one 1st they got from MIL along with two pick swaps and Ayton.
Trade looking great. Home run for Portland.
Portland showing the rest of the league how to blow it up right. Not only do they have lots of picks now, but a pretty nice young core with Henderson, Simons, Ayton, R. Williams, Knox, Sharpe etc.