Bill Carstanjen, COO of Churchill Downs, Inc., the corporation famously known for its Kentucky Derby, goes undercover at his own racetracks where he faces his fear of horses head-on, and is unable to hold back tears after working for one employee.
Dave Rife, the owner of White Castle, goes undercover in his own company where he accidentally ruins thousands of hamburger buns after mishandling equipment in one of his bakeries, and also discovers low morale among his employees at a local factory.
The CEO and President of 7-Eleven, Joe DePinto, goes undercover in his own company where he discovers that one of his corporate policies has not been implemented and later finds himself inspired by one of his delivery driver's approach to life.
When Coby Brooks, President and CEO of "Hooters" goes undercover in his own company, he finds himself struggling to keep up in a fast-paced kitchen and is, later, forced to take immediate action when a restaurant manager steps out of line.
Larry O'Donnell, President and C.O.O. of Waste Management, works alongside his employees, cleaning porta-potties, sorting waste, collecting garbage from a landfill and even being fired for the first time in his life.