I still wouldn't do it for the TOR pick, *maybe* the CHI pick. The TOR pick is valuable because it is so immediate and we have as good of a feeling as possible without the season actually starting of whether it will finish in the money immediately. The Chicago pick is a little more iffy, and in fact I'm slightly concerned that it won't convey in 2025 (which actually might end up a good thing if it can land us the #9 or 10 pick in a subsequent year).
We could use the same model
Ariel put together to value pick swaps to estimate the EV of a far out protected 1-4 and compare against your "gut" expectations for where the TOR pick will fall this year (my gut says somewhere between 7 and 14). Even though the protections would be better on a 1-4 pick in the future, you have a risk of that team being better in the future than TOR will be next season.