I hope that Ozzie doesn't retire. I hope he manages for a while longer.
I think that in his heart of hearts that Ozzie feels like he owes Reinsdorf a lot. Even if he brings him a World Series title, I think he'd come back out of his loyalty to Reinsdorf, KW, and the organization.
If he doesn't come back, I'd seriously think about promoting from within, especially Cooper or maybe Frank as a total dark horse. I know pitching coaches usually don't get to be managers, but why not? Ozzie's said that a manager ends up getting judged based on how he handles his pitching staff and who knows these guys better than Cooper?