All he wanted was to live a better life, so he turns into a betting man. He’s not dishonest; he just cheats without lying, so even though he’s a fake doctor, he can’t say no to the people who ask him for help.
So he accepts a big dinner as his wages, which turns out to be more of a performance, and when dessert is over and done with, he gets the feeling that he’d just passed a test. And then he never knows what he should have done because the circumstances didn’t go in the direction of regret, so in turn, he never discovers that he should have become a magician instead.
He stays a gambler who had nothing to lose, so when he does win, he becomes an alien in his own world by breaking the rules, and has to reinvent himself with tools he doesn’t have.