If he was REALLY clever he could figure out where to wore money....then what? He'd need to have a wire to a bank where he could wore it to another etc. Opening anonymous Swiss bank accounts to receive a $10 mm wire the next week is purely a product of the movies (or maybe might have worked in the 1960s) -- there is almost no way people could move real money like that.
I forgot to mention, in today's Bitcoin world, you have pretty much the same problem.
Any large exchange requires you to be identified before they allow you to cash out to fiat.