Ben's had better times to leave and he hasn't taken them. I doubt he will now. OS4 is dead, but he can still make money from 3.1.4.

Once it was common belief that he, personally, was in debt with Hyperion, and was holding on because he wanted them repaid. But we now know that he was simply charging his legal bills to Hyperion, and has apparently swapped them for near-complete ownership of the company. Possibly shafting everyone else who had stakes or shares in Hyperion.

There's plenty we still don't know about how this all works, but I think he'll leave when he's made a lot of money and can't make any more, even if that means he has to completely destroy everything and everyone else in the process.