The idea that Discord would have ended up behind bars makes total sense. I’m not so sure about the illusionist thing though. He could be a failing comedian lol.
Ooh, actually, what if he makes kooky kids' board games? You know, the ones that have some unique feature, like PieFace or Monkeys in a Barrel or something. I think he could be a children's game designer. So much creative freedom. He might bounce ideas off himself in the mirror and make games out of all sorts of crazy stuff.