I'm with the "He doesn't care" crowd! I mean it's all fun and games to him so the chaos is heightened even more. He just wants a worthy opponent and he's found them in the Batfamily. All of them. It's like Batman keeps giving him new playthings.
S[idey having a sidekick is a pretty cool idea. That said it should've just been SPider-Girl and they be partners as he doesnt want to see her get hurt or worse carrying on his legacy. This Alpha thing smacks of the responsibility that got away. If he doesn't go bad it'll be a shocker.
Jason as Red Hood is as cool as Bucky as Winter Soldier. Loved both of their returns. That said he needs the distance but they should definitely have some closeuer. He and the Outlaws could end up being like what the Outsiders were.