If he used to struggle with something similar to what I am experiencing, he might mention it. For example once I accidentally wrote down the wrong time for a session and was an hour late, and just waited in the waiting area because I wasn't aware I was late. He told me to knock next time, but also said how that might be scary. And added that some years ago he would have struggled with just knocking too.

But I doubt he'd ever tell me about current issues. And certainly not if it was not relevant to my situation.