FIRST, he needs to learn that life does not revolve around him and his uber tactical fantasies.
Next he needs to understand that mean people will hurt him, for real.
Then he needs to know that 98% of what he 'knows' is total bull **** and will not stop said mean people from hurting him real bad.
Once stripped of those many layers of cheap veneers which prevent him from absorbing real knowledge, maybe something useful will get into his mind, heart and soul.
Until then, a strong kick in the balls will suffice.