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.

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 on the frontlines and later finds himself inspired by one of his delivery driver's approach to life.

Dave Rife goes under cover in one of his White Castle restaurants. However, things don't go as easy as planned when he accidentally mishandles some of the bakery equipment.

Bill Carstanjen, President & COO of Churchill Downs, goes undercover at his own racetracks. This however proves difficult as he is afraid of horses.

Michael G. Rubin, Chairman, President and CEO of GSI Commerce, the e-commerce giant behind numerous top U.S. retailers, goes undercover in his own company, where he discovers that rushing through a task can result in injury to others, and that his packing and shipping skills are not up to company standards.

Joel Manby, President and CEO of Herschend Family Entertainment goes undercover in his own company where he meets a young man aspiring for his job, and finds that it might be easier to run a boardroom than to captain a boat full of kids.

President and COO of Roto-Rooter Rick L. Arquilla goes undercover in his own company and finds himself overwhelmed with emotion while working alongside several employees who force him to reflect on his past as well as his future legacy as the boss of their company.

Chris McCann, President and COO of 1-800-FLOWERS, America's largest florist and online gift shop, goes undercover and is later forced to reveal his true identity on the season finale of Undercover Boss.