I would call it syncronicity and a sign of working well together, as similar things have happened in my therapy and we both thought it was cool. (ex: I mentioned a book of mine I bought about 15 years ago and recently found in storage and she said I was the second person in two days to mention that book and that she had just ordered it before the other client had mentioned it. This is an old book, not a new release, so it wasn't like a trending topic.)

One of the things your therapist seems to do well is pretty thorough self-inventory. So if he is having a reaction to the two events, he's going to take his time and wonder about that. From everything you've shared about him, this is all very consistent with the things you like and can also be frustrated by--his caution and introspection. He always comes back to center, though, even if you have to prod him about it. If you need to, you can pose your own theory that a good working relationship is going to be in sync in ways that defy rational explanation.

eta: I like his observation about blind spots and that he is always wanting to do right by you.