Some of Ainge's best picks are ones he didn't make. He correctly (as evidenced so far) avoided Fultz. In 2016, many mocks had Bender and Dunn going 3rd and 4th. He surprised a lot of people by taking Jaylen.
He also wisely identified Chris Paul as being good enough to trade Paul Pierce for. He claimed he would have taken Durant over Oden.
On the flipside, Ainge has overrated some guys he wanted but failed to trade up for. Robert Swift, Justise Winslow, and Jahlil Okafor come to mind. There were rumors in this draft he was high on Darius Garland, we shall see on that one.