I think the kid could do better for himself in the self-employed felon category. Car theft to order is booming. Smuggling of all sorts is profitable and with the exception of drugs has a low catch rate. Very independent chemists got a new lease on popularity thanks to recent publicity.
The kid needs to be more specific What kind of criminal? Will he be a government sponsored one or an independent. Will he be a politician a liar (sorry lawyer), a bankster, a grossly over-payed CEO. do creative accounting, work on cattle management (sorry, human resources) or just work in marketing.