The big mistake Ainge made with Hayward was not trading him to Indiana. They could have gotten talent for him. Turner has led the league in blocks this year. Nice complement to Robert W. And he isn't injury prone like Hayward is. Gordon has missed a significant part of this season in Charlotte with still another injury.
Ainge has a weakness in being unable to pull the trigger on trades that might help the team. Of course, we don't know what Stevens input is to any deals. He does have a 1/3 say, according to Ainge, and may not want bigs that don't fit into his small ball game.
Jackie Mac? The only thing I can recall about her was she recommended Potopenko when Pitino was running the show. She doesn't do a lot except appear on talk shows these days.
The current generation of NBA media doesn't go back before Michael Jordan. That's when the world started for them.