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The might-be-a-doctor-might-not guy will continue to change his direction every few months. Remember why you broke up with him. Yes, he's exciting but the day to day was tough. He WILL disappear again. You know he will.
The don't-like-philosophy philosophy student. Believe him. He hates the subject, that's why he didn't write the 20 page paper. At least he's admitted to himself that that course was wrong for him and he has to find the right course. Pushing him to finish that paper makes you part of the wrong course. If you don't want to be a part of the new course, you really should be separated from him.
Why don't you take a break from dating for a while? You have a lot to do soon, moving, starting the new program, and you're views are likely to change.