User blog comment:Schneeze/Too soon? Nope/@comment-11188061-20130920024953/@comment-10390252-20130920130235

Re.: the coincidental presence of Ozpin near Ruby when she needed his advice. I'm pretty sure it wasn't a coincidence. Ruby, I think, is a 'special project' of his for some reason and he's taking a personal interest in her. So, it is quite possible he's monitoring her classes and has told the professors to report any significant incidents regarding her and Team RWBY to him immediately.

So, he was probably coming to speak to her anyway when she confronted Weiss. The exact timing might be coincidental but he was on the way over to see her nonetheless.