In Florida, four teams of amateur pickers compete in a winner-take-all elimination, hoping to turn $100 into valuable objects and a $10,000 grand prize. Antique experts, the Merrill brothers, judge the market value of items. At an extraordinary Pensacola estate sale, one team flaunts its early lead while another team sees value in an understated mid-century piece. Two brothers hatch a strategy for trading up while the competition learns that looks can be deceiving. In the final freestyle round, one team has to choose which of two items they purchased to place their bet on.