Sharon Price John, President and CEO, Build-A-Bear Workshop, a worldwide experiential retail company which gives guests an opportunity to make their own customizable stuffed animal, goes undercover and learns that building bears isn't all child's play.
Karen Freeman-Wilson, Mayor of Gary, Indiana, goes undercover as a municipal employee in her own city.
Greg Scott, CEO of New York & Company, works undercover to meet the people who keep his fashion retailer "en vogue".
Renee Maloney, co-founder and CFO of Painting With a Twist, works undercover at her paint-and-sip franchise where guests come together to have fun while painting and enjoying their favorite beverage.
Jeff Dudan, CEO of AdvantaClean, works undercover at his Light Environmental Service franchise and tackles masses of mold in a water-damaged kitchen and a tight, dark crawl space beneath another client's home.
John Fuller, the new president and CEO of The Coffee Bean & Tea Leaf, one of the world's largest independent and privately owned specialty coffee and tea retailers, born and brewed in Southern California since 1963, goes undercover to meet the employees who keep his company brewing. Fuller previously went undercover in season two when he was the CEO of Johnny Rockets.
Michael Roper, President and CEO of Taco Bueno, goes undercover to be certain everything at his company is "bueno". On his journey, Roper encounters an employee with a "beef" with upper management; and he crashes and burns when tasked with operating a forklift in the warehouse.
John Carona, founder and CEO of Associa, works undercover to meet the employees who keep his condo and HOA management company's foundation strong. While working as "Charlie Lucas", Carona gets winded after trying to blow through a tedious maintenance job at a residential location; and he finds it anything but smooth sailing when he works the front desk at a yacht club.
Grammy Award-winning musician Darius Rucker, former lead singer for Hootie & the Blowfish turned country music superstar, travels to Austin, Texas on an undercover journey to discover the next great musical acts. During his time undercover, Darius runs an open mic night, works as a roadie, and strolls along Austin's famous Sixth Street in search of standout street performers.
Season 8 ends with chef and restaurateur Marcus Samuelsson going undercover to find and mentor new culinary talent. During his mission, he discovers some gifted aspiring chefs at a public cooking class, a culinary institute, a high-end food truck and a soup kitchen.