2.3k voters

The Best Episodes of Undercover Boss

Updated January 8, 2021 4.3k votes 2.3k voters 253k views120 items

List RulesVote for the best Undercover Boss episodes, no matter how popular they are

There are so many entertaining episodes of Undercover Boss, filled with personal success stories and examples of hardworking employees, but which ones really stand out? Do you like "Modell's Sporting Goods" the best, or is "Diamond Resorts International" your favorite episode of Undercover Boss? To determine once and for all what the best episodes of Undercover Boss are, let's rank every Undercover Boss episode from best to worst.

Undercover Boss is an American reality show based on the British series of the same name. It features CEOs, founders, and board members donning disguises to learn more about the inner-workings of their companies and the employees who work there. Undercover Boss premiered on CBS on February 7, 2010. The first celebrity edition premiered in May 2018.

Vote up your favorite episodes of Undercover Boss, and vote down any bad episodes that you really didn't enjoy, despite how much you love the series as a whole. It can be tough to put one Undercover Boss episode over the other when there are so many good ones, which is why you can vote on however many episodes you like.


  • 1

    Modell's Sporting Goods

    Video: YouTube

    CEO Mitchell Modell goes undercover at Modell's Sporting Goods.

    • Season: Undercover Boss - Season 4
    • Original Airing: Nov 02 2012
    • Episode Number: 1
    Good episode?
  • Stephen J. Cloobeck, Chairman and CEO of Diamond Resorts International goes undercover at his resorts....  more
    • Season: Undercover Boss - Season 3
    • Original Airing: Jan 15 2012
    • Episode Number: 1
    • Series: Undercover Boss
    Good episode?
  • 3

    Dutch Bros. Coffee

    Video: YouTube

    Dutch Bros. Coffee co-founder and president, Travis Boersma, goes undercover at the chain.

    • Season: Undercover Boss - Season 5
    • Original Airing: Nov 15 2013
    • Episode Number: 8
    Good episode?
  • 4

    Sky Zone

    Sky Zone President and CEO, Jeff Platt goes undercover at his company.

    • Season: Undercover Boss - Season 5
    • Original Airing: Mar 14 2014
    • Episode Number: 15
    Good episode?