
Undercover Boss — Season 5
Randy Dewitt, CEO of Twin Peaks, immersed himself in the world of the sports bar and grill chain, aided by franchise owner Coby Brooks—a veteran of the reality show "Undercover Boss."
Steven Newman, CEO of Loehmann's, finds himself discomfited when he must undertake undercover work, particularly when assisting female customers with their undergarment selections.
Jane Grote Abell, chairwoman of Donato's, ventured into the world unseen, seeking a glimpse behind the scenes. Her investigation revealed that within the familiar aroma of a local pizzeria, something more than just dough and sauce was being…
Anthony Wedo, CEO of Buffets, Inc., found himself unexpectedly navigating a difficult situation. While working undercover, he encountered an employee displaying a distinctly unpleasant demeanor. This experience became intertwined with a pra…
Amit Kleinberger, CEO of the Menchie's frozen yogurt franchise, recently immersed himself in the realities of his business, undertaking an undercover visit to both a local dairy farm and a children's birthday celebration.
Paul Quentel, President of Alfred Angelo, a leading bridal retailer in the United States, found himself deeply inspired by his collaboration with a dedicated employee who is also hearing impaired. Furthermore, Mr. Quentel readily embraces a…
Mike Bloom, President and COO of Family Dollar Stores, a leading discount retailer, confronts a lifelong apprehension as he learns to operate a forklift, elevating him thirty-five feet above the ground. Simultaneously, his carefully constr…
Travis Boersma, co-founder and president of Dutch Bros. Coffee, spent time working incognito on a coffee plantation in El Salvador.
Seven individuals who had previously operated in clandestine roles as "Bosses" share their experiences navigating the complexities of maintaining anonymity. They also offer glimpses into the lives and careers of some of the people who made …
Shane Evans, COO of Massage Heights, faces a personal challenge when undertaking undercover work: a deep-seated reluctance to touch others.

Bruce "Two Dogs" Bozsum, Chairman of Mohegan Sun, assumes a discreet presence.

Joe DiDomizio, CEO of Hudson Group, embarked on a clandestine assignment.
Greg Miller, CEO of the Utah Jazz, a prominent name in the NBA, seeks a unique experience by joining his team’s celebrated Dunk Team in an undercover capacity during halftime. His commitment to the organization is further demonstrated when …
In an unprecedented development for *Undercover Boss*, three corporate leaders—Amit Kleinberger, CEO of Menchie's; Randy Dewitt, Co-Founder and CEO of Twin Peaks; and Steve Greenbaum, CEO and Co-Founder of PostNet—task an employee with goin…
Jeff Platt, CEO of Sky Zone, the pioneering indoor trampoline park, readily steps into the role of referee for a children's dodgeball match. In other engagements, the 29-year-old executive – the youngest ever to appear on the program – fin…


