Robert Irvine heads to Chicago's South Side to try to save an iconic restaurant from closing its doors. After more than 30 years as a beacon in the community, Josephine's Cooking is one month from closing. Robert must motivate the co-owner, Victor, to take over the reins and relieve his aging, strong-willed mother, Josephine. With only two days and $10,000, Robert has his hands full trying to keep an important piece of South Side history alive.