On the lighter end I certainly have situation where I'd like to know how it would have played out had I made different choices. It's minor things like I would what would have happened had I asked that girl out 15 years ago, but I was to stupid to notice that she liked me, or maybe I should have applied for that job six years earlier, because they clearly wanted to hire me back then already.

The thing is, every choice I've made, even "the wrong ones", have put me in a better position overall. Perhaps I could be richer, but I don't really care about that. Maybe I just view everything in a positive light and ignore all the good things that could have been, who knows.