Toronto takes this opportunity with a new coach to go completely rebuilding. Portland goes for one last push to get a Championship with Dame. NOTE: In this scenario I would expect both teams to make more moves before the 23-24 season.

Toronto: PG: Fred VanVleet SG: Jordan Hawkins (13th Pick) SF: Brandon Miller (3rd Pick) PF: Scottie Barnes C: Jakob Poeltl Bench: Gary Trent Jr, G.G. Jackson (23rd Pick), Jusuf Nurkic, Chris Boucher, Otto Porter Jr

Portland: PG: Damian Lillard SG: Shaedon Sharpe SF: O.G. Anunoby PF: Jerami Grant C: Pascal Siakam Bench: Nassir Little, Matisse Thybulle, Trendon Watford, Justice Winslow, Skylar Mays