My T has never said he is proud of me.... I'm not sure how I would feel if he did. He rarely compliments me which I think is intentional based on his style. There has been a handful of occasions when I feel like he has let his 'guard' down and said something complimentary. I barely take in what was said in the moment though and It usually is something I remember after the session. I find it much easier to remember a sentence that had a double meaning or could have been negative. It's like he could say 100 positive things and 1 slightly potential negative thing and I will focus on the 1 potential negative.