Someone else posted an interesting trade proposal, which I'll paste below.
ORL gets: Simons and RW3 ($36M)
POR gets: Jonathan Isaac, Wendell Carter Jr, Gabe Houston ($32M), 2025 1st (from Denver protected 1-5), a 2025 second, 2026 ORL unprotected first.
We could cut Isaac and only pay half his salary. Carter Jr. Would be a great backup option who likely gives us more games than RW3 and spreads the floor better. 2FRP's and a SRP sounds fair. This would allow us to use all four of our picks and draft a guard. Knecht and Tyson are the only wings I'm sold on in this upcoming draft, so the ability to take a guard would be ideal.
Trade Thybulle and Brogdon, and then we could definitely take Castle and/or Sheppard, whoever we want. The team would probably be worse, but there's two franchise-type wings in the 2025 draft.