Masaomi can... cooperate within the same bound that most of the teenage ninja in Shikamaru's canon do. That is to say "follow orders until something is too Objectible for me to"

Objecting, in his part, would mean basically "one of my friends is hurt"

It's also worth noting, as I said, once he starts fighting it's hard to make him stop until he physically can't or someone forces him to otherwise. He's kind of a blunt object. But yeah, he's got no problems with working together with people.

Well, aside from when Temari kills him after he hits on her.