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Before the twins' visit
The Upside-Down Town boss is one of Stan's tourist trap competitors who prank the Mystery Shack every year. A year prior to the events of the series, the Upside-Down Town boss and several other tourist trap owners duct taped Soos to the ceiling and left him there for 78 hours.
In "Roadside Attraction", he runs out of his tourist trap after Stan Pines and Soos Ramirez turn it right-side up, thus ruining the attraction. A passing woman comments that he has "a lovely, normal home," causing the man to drop to his knees, and yell "Stan Pines!" in anger. He later helps other tourist attraction owners vandalize the Mystery Shack as payback for Stan's actions.