His parole office didn't like the idea of his wife emailing work files for him... I don't think they would be accepting of this. Ultimately it's up to his parol

His parole office didn't like the idea of his wife emailing work files for him... I don't think they would be accepting of this. Ultimately it's up to his parole officer (and even if he were to fight it, a victory might just mean dealing with a pissed off parole officer for the rest of his time on parole).