Awesome. He needs more friends to be cynics with. He's doing the nocturnal vigilante thing in Central City so totally possible for them to meet.

As far as I'm aware of, comics haven't really covered if Jason's aware of Tara and the stuff that happened between her and the Titans. I'm leeeeaning towards no because of how focused he was on becoming the Red Hood and how much of his plans were Gotham-focused. But he would know there would've been more Titans after he left because that's just a thing that happens.