Well it wasn't like we asked, we just made it clear through past efforts that we were probably mysteriously going to end up exactly where we wanted to be anyway so he figured it would save everyone trouble if he just let us. In retrospect, it's weird that he had an interrogation room at all.

What? No. I mean- for other things. I accessed Schnee Company records from the CCT so we could figure out patterns in the White Fang's shipments and requested not to be transferred to him even though he and Winter were both in his office, and I.. stopped taking his calls shortly before that. Entirely. Unless you meant how Ozpin found out, in which case it's because Ruby's a terrible liar and leaves rose petals everywhere she goes.