I would put it at B-.
First off, let's be realistic, no one should have expected Ainge to draft 3 rookies in the first round. Ainge moving a pick out of the round and into another draft had to be expected. Therefore the trade with Phoenix to salary dump Baynes while also moving a pick from this year's very late first round to Milwaukee's pick next year is a tremendous move. It opened up a bunch of space, like $6 million worth, and got us a pick in next year's draft with protection only at 1-7.
Another thing, Waters at 51 is nothing more than a possible, key word here being "possible", 2-Way player. He probably takes PJ Dozier's spot. As a possible 2-Way player, Waters is a very good get being an SEC DPOY with plus ball handling and passing skills. Too bad about his size.
That leaves the picks at 14 and 22. Langford without his injury probably is taken top 10 in this draft. I do think the injury affected his shooting. He also played at Indiana, a system heavy team, and that probably holds back the shine he might have received otherwise. He, to me, screams to be a player that has the potential to be a much better pro than college player.
But I am not in love with the pick. I don't see that he was clearly BPA like the Celtics did and think he could have been had at 20, even if ESPN said they suspected he might not be. But it's not a horrible pick.
At 22, again, not in love with the pick, as again, I think Danny reached a bit here with Williams. While I don't think he would have been available at 33(though that is clearly debatable), the Celtics could easily got him at 24 and moved 22 instead. I do like the Williams pick better than the Langford pick, but not sure that is saying much. Williams is tough and smart and brings it but is very
much a below the rim, undersized PF who has transformed his body to try to make it in the pros.
I am not sure any of these picks see playing time next year. Waters as a 2-Way probably lives in Maine and Langford and the Williams boys probably join him there most of the year.
Overall, I think the important part of the night was moving the salary to optimize the free agency flexibility and getting what appears to be an almost guaranteed pick next year, in a better draft, for a pick this year.