I've had some pretty bad experiences with roommates that were chosen for me. Not that we didn't get along in the long run, but they weren't very considerate about my things and stuff. Though I've had problems with roommates I chose myself too so it's really difficult either way.
Yeah, they have the opportunity and the resources, why not extend into the Marvel side of things. More money, bigger fanbase after all.
Well, it's half tumblr half not. A couple of interviews have stated that Teddy is going to fall on hard times(this is AFTER the whole evil!mom thing) and worse things will end up eventually happening to him. I know there was some talk in interviews early on about their relationship and how it's going to get rocky-ish. People have taken that to mean they will eventually break up.
Cosplays of the future:
Billy Kaplan/ Wiccan 
Agent 13