Stop in for a cup of coffee

I told him, "Just keep making short term goals and try to go that little extra to accomplish them. It helps you make more progress..."

I have to get him hooked into that mind set...

Yup, because now, when he comes back to it he will have a sense of a fresh start as opposed to coming back with the frustration of still having to deal with it. It helps to keep the interest up and the frustration down.