If the Blazers would trade Simons they would want Talent in return. Da Silva is a good Talent which fits in the timeline. Isaac is a good salery filer who might be able to be bought out of the contract. Also they receive the 1rd from Denver which wont be that valueble or maybe a protected first round + 2 2nd rounders
The Blazers would do it because Scoot and Shaedon receive space and they get 25 Million of. Also they get a good Talent in Da Silva. Joe Cronen likes to trade more for players than picks (example Avdidja).
Magic would receive in return a clutch and great shooter in Ant Man plus a good rotation piece in the great barrier reath.
Magic would do it because their shooting is awful and they are in desperate need of a shooter