Fool Zero, yes, I often think I'm inept at therapy and we have talked about it often. Usually it is about not being able to find words, and so we talk about why that might be happening. I think that does match T's idea that the dreams are about my feelings of insecurity about therapy itself.
Thanks for your description of your great boss who was disorganized. As I was reading it, I felt something familiar that was about how organization can feel restrictive, confining, rigid and disorganization can feel freer.. so now I have a different idea about organization and disorganization.
Regarding the story about your grandfather... can it be that both were real: he was a tough guy and he had the capacity to feel (and handle) hurt...