Not to mention that the FBI has largely managed to shut down the online gambling (poker and sports) payment processing infrastructure this side of WU and direct bank wires (and even then sending enough WUs to the tropics can get one blacklisted...).

(IMO, there's still a reluctance on the part of the Caribbean/Costa Rican sportsbooks that basically depend on the US market to jump to bitcoin, perhaps because most player accounts are USD denominated etc. and they don't want the hassle of managing bitcoin trading ... there may be a business opportunity for someone who wants to move to the tropics and set up a payment processor to aggregate and manage the trading of BTC for USD and vice versa for the books).