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The Best Undercover Boss Episodes 

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Updated October 13, 2018 4.4k votes 2.2k voters 241.8k views 21 items

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

List of the best Undercover Boss episodes, as voted on by other fans of the series. Fans will also enjoy the best reality shows currently on TV as well as the worst reality TV shows of all timeUndercover Boss is a TV franchise series about senior executives working undercover as entry-level employees to assess the business and its management. With so many memorable episodes of the show, it's hard to trust just one person's opinion of what the top Undercover Boss episodes of all time are. Fans of Undercover Boss are extremely passionate about the show, and there is often debate over which episodes are better than others. That's why this list exists- so you can vote for your favorites and we can find out once and for all what everyone thinks the best episode of Undercover Boss is.

This list features "Fastsigns," "Boston Market," "Moe's," "Diamond Resorts," "Philly Pretzel Factory," and more. No matter what episode you watch, there is bound to be a ton of emotion, cringe-worthy employees who are fudging things up, and grateful CEOs who discover what it's like to work at the ground level. What is the best Undercover Boss episode of all time? Look below and find out. Use this guide to know which moments to watch on Netflix. 

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Modell's Sporting Goods ... is listed (or ranked) 1 on the list The Best Undercover Boss Episodes
Photo:  Undercover Boss/CBS
1
Modell's Sporting Goods

Season: Undercover Boss - Season 4

Original Airing: Nov 02 2012

Episode Number: 1

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Diamond Resorts Internat... is listed (or ranked) 2 on the list The Best Undercover Boss Episodes
Photo:  Undercover Boss/CBS
2

Stephen J. Cloobeck, Chairman and CEO of Diamond Resorts International goes undercover at his resorts. ...more on Wikipedia

Season: Undercover Boss - Season 3

Original Airing: Jan 15 2012

Episode Number: 1

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Checkers is listed (or ranked) 3 on the list The Best Undercover Boss Episodes
Photo:  Undercover Boss/CBS
3
Checkers

Season: Undercover Boss - Season 3

Original Airing: Feb 17 2012

Episode Number: 4

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Dutch Bros. Coffee is listed (or ranked) 4 on the list The Best Undercover Boss Episodes
Photo:  Undercover Boss/CBS
4
Dutch Bros. Coffee

Season: Undercover Boss - Season 5

Original Airing: Nov 15 2013

Episode Number: 8

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