Season 3 Episode 1- Diamond Resorts

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Stephen J. Cloobeck Undercover

The third season of the two-time Emmy Award-nominated reality series UNDERCOVER BOSS premieres at a new time on Sunday, January 15 (8:00-9:00 PM, ET/PT) as the CEO of Diamond Resorts (Stephen J. Cloobeck) journeys to the frontlines of his luxury resort and time share company for an unfiltered look inside the inner-workings of his corporation. In this shot, Cloobeck (right) works with a hotel engineer to repair an air conditioner.