The team did all they could to move up. Can't blame them for trying. You can, however, blame them for reaching dramatically to get Rozier. My guess is they had pegged Oubre as their pick, then Washington leapfrogged them and they scrambled. They probably wanted Oubre and then were going to target Rozier later, but got worried he'd be gone and didn't have a good backup plan, so they just took the guy they liked. I can get that but it's a misuse of your #1 resource entering the draft.
The draft will be determined more by what they do from now than the specific players they picked. It's a huge problem for this team if they have Smart, Bradley, Thomas, Rozier, Hunter and Young all on the roster by September. Just too many duplicative players there and if we are still in rebuild mode, not enough minutes for Smart, Rozier, Hunter and Young to all develop properly.
If we wake up a month from now and Smart has been used to get a key piece like Cousins or another big, and Ainge also reels back Pierce and one other FA piece, suddenly this draft doesn't look so silly. Right now though it looks like Ainge took the Sam Hinkie route, except instead of centers we decided to stockpile the least valuable asset in basketball - undersized shooting guards.