The celebrities play a game of blackjack that is marked by betting that is far more conversative than games of the series up until this point. The lead changes many times, with Billy and Shelly falling into a hole, but both still in it in the end. The other players all remain generally within just thousands of dollars of each other. Ben Stein bets the minimum bet first most of the entire round. The game is marked by blackjacks, with dealer ""Hollywood"" Dave getting a blackjack on his first two hands. In a surprise twist, Ben Stein bets $100,000 on his secret final bet and then scores a blackjack to basically assure him the win. He does win and takes him $25,000 for his charity.

• Ben Stein
• Steve Harris
• William Baldwin