The Celtics go all-in and trade all their picks to the Raptors for a solution at both PG (VanVleet) as PF (Siakam). They'd start VanVleet/Brown/Tatum/Siakam/Williams with a bench with Pritchard, Smart, Richardson, Langford, G.Williams, Parker and Freedom.

The Raptors go into a rebuild around Scottie Barnes as they have reached a ceiling with VanVleet and Siakam as leading stars. Adding a potential shooter (in Nesmith) and all the Celtics picks. Perhaps Schröder and Horford could fetch something with a 3rd team.