Best way to play for a bad player

Okay this may sound like somewhat of a rediculas question, but lets assume a bad player has to play with $100. Assuming he knows the rules and isnt absolutely horrible just isnt typically a winning player, what would be the best route for him to take do you think? I would think that certainly a cash game would probably not be for this player. But perhaps a tournament or the steps on PP. If you had to tell a player that normally loses how to spend his $100 what route would you tell him to go. And lets leave out the obvious responses like "he shouldnt be playing anyways" lets just assume he has to.