Honestly, probably in the 18-23 range.
The Clippers Pick, if I'm not mistaken, becomes a 2nd rounder IF it doesn't convey between 16-30 next season. So it has value but not high value either, unless of course Kawhi is traded there on Draft Night and it becomes likely LAC is a playoff team next year.
That said, I could see Ainge doing it if someone like Divincenzo, Spellman or another prospect is there in the 18-24 range likely to get picked and Ainge is SUPER HIGH on that prospect.