Jumpin Jack's was built in 1952 by Jack Brennan. Originally he had just built the Ice cream building which he called "Twin Freeze" because of the two soft ice cream machines that he had purchased.A few short years later after becoming successful with the ice cream business he decided to expand upon that and the original "Charcoal Pit" was added in 1957. Also around the same time Jack had a train ride built and it rode on an oval track than ran along the bridge side of the parking lot. The train was in service until around 1971 when construction began on the new Western Gateway bridge