The concern that people have is that JapWorks is likely a for-profit entity. They could get themselves in a lot of shit by running gambling "games". The exception would be if they made a disclaimer of something along the lines, "20% of proceeds from this will be directly donated to whatever charity". Granted, it'd still be gray area, but they'd be less likely to get fucked. If they really want to raffle things off, they should talk to a lawyer, to make sure they don't get fucked by the legal system, or lack thereof, depending on who you're talking to.