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Jimmy McCullough learned the carousel business from his father, James McCullough, who began his career working on the Steeplechase and Stubbman carousels. Working in Coney Island is a family business going back generations for Jimmy who is a descendent of both the Tilyou and the Stubbman families. He has worked on a total of four carousels in Coney Island including the B&B Carousell, which he bought from his cousin Willy Bishoff. Jimmy and his family owned and operated numerous small amusement parks and carousels in Coney Island, including the historic carousels that are now in Prospect Park and Flushing Meadows Park. Later he worked in partnership with his daughters to operate traveling rides starting with the SkyWheel in Toronto.
Jimmy McCullough passed away on August 19, 2013 at the age of 84.