Yes yes yes. I agree completely that those sorts of shenanigans are exactly what our young friend needs to consider.

How this sort of thing works is you sign an onerous contract that, in a general sense, precludes you from ever jailbreaking again since now that you've worked there you have inside information. Then after a couple months they let you go, or they give you some super boring and tedious job so you have to quit in order to prevent from killing yourself. But you're still legally bound by the contract, and the whole thing cost them 1/100 what it would to bring you to court.