My H also thinks I am not proud of him and don't encourage him. I like to joke around and tease and never realized he took it seriously. Guess our backgrounds were just different. In my family, we all tease each other.
Anyway, knowing that, I say go ahead and give him lots of support and encouragement. Pretend he is not your H, but rather a close friend. How would you treat your friend? Do the same for him.
