Yeah, I bought the paintable stuff for window and door trim. If it does crack, I'll definitely go back and redo it. When I pulled all of the original base trim off all the walls, it definitely never cracked, that stuff didn't want to let go
The crown in the two rooms that have it, the caulking was fine where it met the wall, but cracked in a few spots where it met the ceiling. I wouldn't mind if that happens, I could just touch it up and not have to get out any paint.