I will entertain y'all with a "Blow it up" plan, in the spirit of LS.
First:
POR Gets: 17th Pick, Snell/Delly
MIL Gets: 24th Pick
CLE Gets: CJ McCollum, Al-Farouq Aminu, Moe Harkless, Ben McLemore, Dillon Brooks*
MEM Gets: 8th Pick, Kevin Love, JR Smith, Cedi Osman*, Jake Layman*
POR Gets: 4th Pick, 10th Pick, Chandler Parsons, George Hill, Jerryd Bayless,
PHI Gets: 17th Pick, Future 2nds
Cleveland saves apx. $13M, which is much more of you include tax. Gets an elite scorer and versatile defenders to enhance switchability to match up with GS. Plus, a young scorer off the bench..
Memphis ain't blowing it up, so moving Parsons, moving down only 4 spots, and getting back a great fit and an all-star? Great deal for them.
Philadelphia sheds salary.
Portland matches up a bunch of bad salary to expire in 2020, gets two top 10 picks in a top loaded draft. Could give MEM 10th and take 8th.
Draft Bagley, Bamba, or Jackson 4th, Bridges 10th. Resign our bigs.
Lillard / Hill
Bridges / Hill
Parsons / Turner
Collins / Rookie big
Nurkic / Davis
Shop Nurkic once we can, add go into 2020 free agency with Lillard, Bridges, Collins, and Bamba/Jackson/Bagley. We'd have apx. $60M in cap space to add to a solid core.