I know what you mean and she actually has mentioned being slightly more transparent with certain clients based on their needs. Her examples were telling me favorite music and tv. We've had some fun, and somewhat personal discussions, so your advice is very relevant and it's funny you mention it, but I can't shake the idea that even those small personal things she has been willing to talk about are calculated carefully.

Certainly the slightly personal discussions make me feel a little better though. It just feels fake.

Should I tell her what I've said in the first post or would that maybe do more bad than good?