One thing that would help, I think is education--it might help him realize that he at least as intelligent as Felix, even if he isn't a wizard. It's fairly obvious that he's highly competent, and in a wider area of things than Felix is--look at his language skills, as well as his tactical and planning abilities--also, you don't get to be a good enough card-player to win predictably without a having a fair amount on the ball. But no one has pointed out to him that these are signs of his intelligence. With a better self-image, and some way to support himself that didn't involve constant illegality (odd what a strong moral sense he has, all things considered, isn't it) I think he'd be much happier.