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Robert Irvine heads to Chicagos South Side to try to save an iconic restaurant from closing its doors. After more than 30 years as a beacon in the community, Josephines 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.