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| Mike White of DirecTV Undercover Boss Undercover Boss | Fernando Aguirre of Chiquita Brands International Undercover Boss Undercover Boss | Kimberly Schaefer of Great Wolf Resorts Undercover Boss Undercover Boss | Steve Phelps of NASCAR Undercover Boss Undercover Boss |
| Coby Brooks, CEO of Hooters, Undercover Boss Undercover Boss | Coby Brooks, CEO of Hooters, Undercover Boss Undercover Boss | Coby Brooks, CEO of Hooters, Undercover Boss Undercover Boss | Coby Brooks, CEO of Hooters, Undercover Boss Undercover Boss |
| Coby Brooks, CEO of Hooters, Undercover Boss Undercover Boss | Dave Rife, White Castle owner, Undercover Boss Undercover Boss | Dave Rife, White Castle owner, Undercover Boss Undercover Boss | Dave Rife, White Castle owner, Undercover Boss Undercover Boss |