I think we can do a reasonable trade for Lillard where we still having assets to trade for another star.
Sexton, THT, Sensabaugh, Olynyk, Cavs 25 (unprotected), ours 25 (unprotected), Lakers 27 (top4 protected), ours 29 (top 5 protected, then becomes 30 top 5 protected, then a 2030 second). Get Lillard and Nurkic for backup center, Blazers can still redirect Sexton and Olynyk to the Bucks (or somewhere else) for another assets (maybe Allen and Connaughton for another "lightly tho less lightly than ours 29" protected 1st ?).
We'd still keep George, Hendricks, Kessler and Agbaji of our main younger players. Also Wolves 25, 27 and 29 (top protected), Cavs 27 and 29, ours 26 and 28 picks (we need them to keep the swap rights with cavs and wolves).