That bit was textually sparse but my reading there was that in the fourth lesson where he pulled many secrets he was reading Harry’s memories of having been read over a longer period and it raising issues and them talking out an acceptable resolution so that the teacher would keep teaching. Presumably Harry could bring the whole conceptual network up “above his surface” right off the bat just to get it out of the way on purpose, which seems to be implied by this line:
...you saw that we already had a long discussion about whether you were willing to teach me Occlumency, and in the end you decided to do it, so can we just get this over with?
That bit was textually sparse but my reading there was that in the fourth lesson where he pulled many secrets he was reading Harry’s memories of having been read over a longer period and it raising issues and them talking out an acceptable resolution so that the teacher would keep teaching. Presumably Harry could bring the whole conceptual network up “above his surface” right off the bat just to get it out of the way on purpose, which seems to be implied by this line: