I agree. Let him begin to take care of himself asap, and if he still needs some help, help if you want. But stand firm and stick to your guns as well so you don't find yourself stuck in the same old rut. If there's a way to gently put it to him, suggest areas where he ought to tighten his budget (beer, take-out, etc).
Getting over a painful experience is much like crossing monkey bars. You have to let go at some point in order to move forward. ~ Joseph Campbell
