Praising and encouraging are very close to pushing, and when you do that you are trying again to take control of his life. Think about why you are lauding something he's done. Is it to help raise his self-esteem? That's manipulation. Is it so he will continue whatever behavior you're praising? That's manipulation. Is it so that he'll know how proud you are of him? That can be a burden for him to carry. Let him develop his own pride from his own accomplishments.