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Hi bill,
When a friend gives up on their dreams and even himself, it can be downright painful to see a cheerily optimistic pal “going for it”. It would be different if you succeeded in terms of fame/money (what the world views as “success”). Then it would be downright jealousy and he wouldn’t talk about you at all, even to his shrink! It’s kind of like, “I’m in the mud, and goddammit, you’re in the mud, even if you don’t believe it! And not only that, I’m going to make you stay there! Who do you think you are, Lotus Flower??”
You know, I don’t hang around people who think so little of me. I would stay away from this friend for a while. And DON’T tell him your plans/dreams if you run into him. Keep your conversations to the present/mundane. Keep your goals away from the trolls, as they say. And if you do succeed in something and see him, don’t be surprised if he gets weirdly angry.
Sorry you’re going through this!
Inky