I guess now I'd just be confused about appreciating the little victories because I dont know what hes doing just to appease me and make me feel better or whats genuine.
Id say that when he is in an A with someone else, there are no 'small victories'. Basically, theres no relationship as long as someone else is in it.
So celebrate when you proceed towards your goal. If it's losing weight, then congrats on the 2 pounds!