Season 5

01 Twin Peaks Episode 127th September 2013 Twin Peaks CEO Randy Dewitt goes under cover at the sports bar and grill chain, with the help of franchise owner -- and "Undercover Boss" alum -- Coby Brooks. 02 Loehmann's Episode 24th October 2013 When Loehmann's CEO Steven Newman goes under cover, he feels uncomfortable helping female customers shop for undergarments. 03 Donato's Episode 311th October 2013 Donato's Chairwoman Jane Grote Abell goes under cover and discovers that pizza isn't the only thing getting baked at one store. 04 Buffets, Inc. Episode 418th October 2013 Buffets, Inc. CEO Anthony Wedo encounters an employee with a nasty attitude and learns how to work the grill station while he is undercover. 05 Menchie's Episode 525th October 2013 Menchie's frozen yogurt franchise CEO Amit Kleinberger goes undercover at a dairy farm and a kids birthday party. 06 Alfred Angelo Episode 61st November 2013 Paul Quentel, President of Alfred Angelo, one of the largest bridal retailers in the U.S., is inspired after working with a hard-working, hearing impaired employee. Also, the boss isn't afraid to get in touch with his feminine side as he helps brides find their perfect wedding dress. 07 Family Dollar Episode 78th November 2013 Mike Bloom, President and COO of Family Dollar Stores, one of the largest discount retail companies in the country, faces his fear of heights when learning to operate a forklift that takes him 35 feet into the air. Also, the boss nearly blows his rock 'n' roll disguise when one employee invites him to a jam session. 08 Dutch Bros. Coffee Episode 815th November 2013 Dutch Bros. Coffee co-founder and president Travis Boersma works under cover on a coffee plantation in El Salvador. 09 Undercover Boss: Busted! Episode 922nd November 2013 Seven previously featured "Bosses" discuss the challenges they had with keeping their identity undercover. Also, they provide updates on some of their memorable employees. 10 Massage Heights Episode 1013th December 2013 Massage Heights COO Shane Evans must overcome her aversion to touching other people when she goes under cover. 11 Mohegan Sun Casino Episode 1117th January 2014 Mohegan Sun Chairman Bruce "Two Dogs" Bozsum goes under cover. 12 Hudson Group Episode 1231st January 2014 Hudson Group CEO Joe DiDomizio goes on an undercover mission. 13 Utah Jazz Episode 1328th February 2014 Greg Miller, CEO of the Utah Jazz, one of the most recognizable basketball organizations in the NBA, attempts to make halftime history when he works undercover with their infamous Dunk Team. Also, the boss' team spirit is put to the test when he is asked to become a human basketball hoop as a member of the Interactive Team. 14 Undercover Employee Episode 147th March 2014 For the first time on UNDERCOVER BOSS, three previously featured bosses - Amit Kleinberger, CEO of Menchie's; Randy Dewitt, Co-Founder and CEO of Twin Peaks; and Steve Greenbaum, CEO and Co-Founder of PostNet - send an employee undercover for a second look inside their companies. 15 Sky Zone Episode 1514th March 2014 Jeff Platt, CEO of Sky Zone, the world’s first indoor trampoline park, jumps into action as a referee for a children’s dodgeball game. On another assignment, the 29-year-old boss – the youngest in the show’s history – has trouble hiding his in-depth knowledge of the company when working in community relations.