Auctions are a risky business, with seemingly worthless items often selling big while fabulous items fall flat -- and it's up to Cindy to teach Jon how to identify what will sell. This week, a man walks in with a 92-carat ruby necklace he's been keeping in a shoebox, another brings in a classic 1967 Triumph Chopper, hoping for enough cash to help his mother renovate her house, and a third presents an unopened case of presidential brother Billy Carter's Billy Beer that the expert says it's worthless, but Jon bets will sell.