Having someone else tell you they are proud of you is great and all, but really, the most important thing is having pride in yourself. Working towards achieving goals and having that sense of satisfaction when they are met. A feeling of self-respect and self-worth is extremely important. Not to the point of narcissism (that’s over doing it), but enough to motivate, inspire and satisfy oneself.
Think about the last time you thought “when’s the last time I acknowledged I was proud of myself?”