It may sound stupid, but what problems in perspective could I have as a non-US citizen by dealing with Iran? Since I free to move from Eastern Europe to Turkey and then somehow to Iran (or find someone there who will move). Cuz selling BTC with 30-40% up, sounds pretty good for me to risk.
Yes, you can actually do that - travel to Iran to sell your Bitcoin at a higher premium. Buuut, they will pay you in Iranian rial in which you can't exchange to US dollars. You could buy Iranian goods like jewelries or some other high-value items, but you will have a hard time bringing it out of the country.
Ah, let him go. He seems like the Indiana Jones type person... he'll be fine.