My question would be How many people can you get involved in the story line? ie IRL people that can talk to your little one and help him find out info or find locations. For example, ask the doorman/front desk people at the Hilton to help you with a prescripted piece of info, so that you can send him out to "do the legwork", and find out what he needs to do next. You could even have him deliver "payment" in an envelope (next week's info) that he needs to trade for this week's info. And so on.