I've had a thought for a while now, so I figured I'd post it here first. 
I'm predicting Oscar will sacrifice himself so that Ozpin will jump again. This time, inside Salem. He can't kill her, but nothing says he can't save her. He built his original life's mission on rescuing people from impossible places no one else thought could be accomplished. What could be more epic than journeying inside the Wicked Witch's consciousness to save the soul of the woman he fell in love with?
I'm predicting Oscar will sacrifice himself so that Ozpin will jump again. This time, inside Salem. He can't kill her, but nothing says he can't save her. He built his original life's mission on rescuing people from impossible places no one else thought could be accomplished. What could be more epic than journeying inside the Wicked Witch's consciousness to save the soul of the woman he fell in love with?