My therapist tries to look out for me occasionally and I appreciate it. Things like being empathetic and trying to accommodate my needs as appropriate or thinking of me with concern and care if he knows I'm in a new or stressful situation, checking up on me on rare occasion if he knows I'm having a particularly difficult issue and has some extra input, etc.

I would mind it if my therapist tried to go ahead of me in my therapy ... I am very attached to the therapist I am seeing so I would talk to him about it if he tried to do it, but with a different therapist part of the reason why I left his training group was that he did a therapy session with me trying to go ahead of me and telling me things about myself that I wasn't feeling (while denying my actual felt experience ... he actually used the word "psychotic" just because I was feeling despair and not anger). Not sure that is what you meant by "look ahead" though.