Seems like extreme nitpicking to go after Ainge on late first round picks & second rounders. As others have mentioned, you're essentially dealing with a crapshoot of talent at that point. Certainly not worth getting worked up about, IMO.
Think its much more reasonable to judge Ainge's draft acumen on the high to mid first rounders. Guys like Smart, Brown, next year's first rounder, etc. Certainly going back to guys like Jefferson, Allen, G. Green, the Rondo trade, Keilly, Sully, whatever. Those are the ones that should really be getting criticized or praised.
Swinging & missing on #30 shouldn't move the needle much. Obviously, it'd be nice to find those diamonds in the rough but it sure as heck isn't easy and that's illustrated pretty well when stacked up against other GMs in the league.
The nitpicking just seems to come across as awfully petty.