Like other posters have said, it may be you and your T are interpreting the word differently.

At my work I often say to people "Let me know if you need any help". By that I don't mean "Only ask if you cannot possibly solve it yourself" it means "If I can be of assistance to you, do let me know." (I'm not a therapist, so maybe its different in that case, but it at least shows the word can be interpreted in different ways)