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It also sounds to me as if your friend might be struggling with some aspects of depression. It says a lot of you and your brothers that you have tried to help him and keep him involved in activities. At this point, however, it could be very beneficial for him to talk to a school or community counselor to get a "third-party persepctive" on the situation. As others have mentioned, it might be to his benefit to take a semester or year off or to remain in school but not be as involved in the greek system for a while while he focuses on resolving these other issues.
I'll keep both of you in my thoughts and prayers.
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