No one can know his mind. He's said a lot of comforting things in the past with regards the challenges he faces here and how he's had to face them at most of the clubs he's been successful at, but ultimately peoples motivations can change. All well and good saying he won't get what he's got here anywhere else, but it only takes a top side with plenty of financial headroom to give him that promise in writing for things to change. I know it's not necessarily as simple as that, but who knows.
Ironically I think he's more likely to step away should we win something. If we win Europa for instance It'll be very, very difficult to do better. He clearly want's to add the CL trophy to his list of achievements and as much as I'd love to believe this club has as good a chance as any, it's hard to argue with the simple fact that deeper pockets then ours is the only way to get it done.