Letting go when friendships die forEVAR.

Q#1: Yes. It's time to heal and move on. Things like that will do neither.

Q#2: Remember that doing anything to him will make you as bad (or worse) than him. If he is continually doing this (as you have already mentioned), it will catch up to him on day. Furthermore, thinking about it does not allow you a chance to heal or move on. Take it from someone who knows, holding onto that type of stuff will only eat away at you, and begin to eat away in noticable other ways (i.e. social skills).

Q#3: Feeling guility is even further proof that it would be a bad idea to do anything to 'even the score' because you'll feel guilty about that. At any rate, he is (or will be?) an Adult and hence should have to deal with his own consequences. Ask yourself, did you do anything wrong? No (from what you have said). Have you tried to help him? Yes (from what you have said). You did everything that is reasonable in your power, so there is no reason to feel quility. Again, he is an adult, and hence must face the consequences.

Jam it back in, in the dark.