Eclectic friends, Doug and June are competing against frequent flippers, Cindy and Lynn. The search for flea market gems begins at Brimfield Antique Show and Flea Market in Brimfield, Massachusetts, where the teams have $500 and one hour to find items from their Flip List: Industrial Design, Retro Chic, and Multipurpose. Next, it's time to transform their finds, in the workshop. Doug and June turn a Model A car grill into a decorative mirror, while Cindy and Lynn give an antique Dictaphone a new life. But when it comes time to sell, which flipped items will connect with shoppers at the Long Island City Flea's Winter Market? In the end, the team that makes the most profit wins the $5000.