There is the very real question here - He got special dispensation to do the stuff at his work. It may be (I don't know but wouldn't be surprised if it was) lo

There is the very real question here - He got special dispensation to do the stuff at his work. It may be (I don't know but wouldn't be surprised if it was) logged/monitored by law enforcement, even if it isn't, the reasonable suspicion is there. So: Would the judge, probation board, or whoever is in charge be ok with something like bitcoin? It is pretty linked in the popular mind with criminal doings. Would any bitcoin exchange be OK with their development potentially being monitored by the government? I think both of these are pretty likely answered in the negative.