I love that he thought of you late at night and the 'hi' email was perfect wasn't it. Just a nice gesture to show you he was thinking of you. It goes to show that sometimes we don't need to have these big relationship talks that we think we need to. Sometimes simple gestures work just as well. I think you are catching yourself some cheese ITH.
I would say hold off for a little while longer, I like your plan of a week and let him build on this and get used to it. Feel safe in other words.
