There are some people it is impossible to imagine playing bad guys. They're just too likable. Will Smith. Shia LeBoeuf. I would have said the same about Tom Hanks. And in fact, the closest he came to playing a bad guy ("The Ladykillers"), he was still a pretty good guy.
But then, I would have thought it impossible for Robin Williams to play a bad guy. But when he did, IMO, it really revitalized his career! Then again, I was getting sick of his maudlin good guys.
Anyway, I don't think it's impossible to imagine Jake as a bad guy. Kind of hard, but not impossible.