Buy him this book:
Amazon.com: Start Where You Are: A Guide to Compassionate Living (Shambhala Classics) (9781570628399): Pema Chodron: Books
I read it at nostatic's suggestion. It change my life for the better. Big time.
Guys seriously down on himself. The loudest voice telling him to be ashamed is his own. Theres a fix for that. And it doesn't involve medication.