Hillary is in charge of Monte Carlo Night for the LAPC. Carlton tries reading "How to Beat the Odds" (which sparks some witty humor from Will). Ashley isn't old enough to go, which upsets her, and Geoffrey creates a casino night just for her...and she winds up beating him soundly. Will doesn't want to go, but Uncle Phil makes him go, and he ends up on fire at the craps table--and ultimately wins a raffle, but refuses to donate his winnings, as club tradition dictates. After Uncle Phil convinces him to donate the money, Will decides to give the money to his young friend for basketball camp. There is a brief misunderstanding surrounding this decision, during which time Uncle Phil is very angry, but all is well in the end.