Yeah it's a few years out, but so is the peak of this team. Maybe the Blazers make the playoffs in that time frame or maybe not.
Trading #23 away in a very deep draft to reclaim a pick that might not be a 1st rounder is poor asset management.
If the Blazers really need the pick later for a star trade they can settle it with Chicago then.
Now if you don't like Kris at #23 that's a whole different criticism. But leaving the pick debt as is was clearly the best choice assuming Chicago didn't offer some enticing package (very doubtful)
It's certainly a phone call Cronin needs to make every draft of settling that pick, now a good GM could sell the idea the pick will never convey in negotiations so perhaps eventually we can settle for a good offer. Chicago certainly wouldn't have been receptive to that if they were good negotiators when it appeared we were in win now mode and possibly pressured to make a big trade to appease Dame.