I can name a ton of things Wilson has done for Cuddy but was having a harder time thinking of things Cuddy has done for Wilson that weren't (a) for House's ultimate benefit, or (b) common courtesy, be that personal courtesy or professional courtesy.

I hadn't thought of allowing him to donate a lobe of his liver. Her saying "you're caring" was a discussion of his work qualifications, not personal, but there were dozens of reasons for her to refuse to let him donate. Refusing is what she should have done as Dean of Medicine. That she allowed it is a sign that she cared about him as a person, to let him have something he needed.