Undercover Boss backdrop
Reality•Comedy

The Best Episodes of Undercover Boss Season 1

Every episode of Undercover Boss Season 1 ranked from best to worst. Discover the Best Episodes of Undercover Boss Season 1!

Binge this in 6h 18m•Peaking at 7.5/10

Reality series that follows high-level executives as they slip anonymously into the rank-and-file of their own organizations. Each week, a different leader will sacrifice the comfort of their corner office for an undercover mission to

Airs on
CBS
BestEpisodes
WorstEpisodes
BestSeasons
AllEpisodes

Seasons11

All1234567891011

Episode Rankings

  1. #1 Fan Favorite
    Undercover Boss Season 1 Episode 1 - Waste Management
    7.5/10(112 votes)

    #1 - Waste Management

    S1:E1

    Larry O'Donnell, President and C.O.O. of Waste Management, works alongside his employees, cleaning porta-potties, sorting waste, collecting garbage from a landfill and even being fired for the first time in his life.

    Director:Unknown
    Writer:Unknown

    Be the first to start the conversation for this episode

  2. Undercover Boss Season 1 Episode 2 - Hooters
    6.7/10(110 votes)

    #2 - Hooters

    S1:E2

    When Cory G. Brooks, the president and CEO of Hooters goes undercover, he struggles to keep up in a fast-paced kitchen and is forced to take action when a restaurant manager steps out of line.

    Director:Unknown
    Writer:Unknown

    Be the first to start the conversation for this episode

  3. Undercover Boss Season 1 Episode 3 - 7-Eleven
    7.5/10(78 votes)

    #3 - 7-Eleven

    S1:E3

    The CEO and President of 7-Eleven, Joe DePinto, goes undercover in his own company where he discovers that one of his corporate policies has not been implemented on the frontlines and later finds himself inspired by one of his delivery driver's approach to life.

    Director:Roger Ross Williams
    Writer:Unknown

    Be the first to start the conversation for this episode

  4. Undercover Boss Season 1 Episode 4 - White Castle
    7.2/10(71 votes)

    #4 - White Castle

    S1:E4

    Dave Rife goes under cover in one of his White Castle restaurants. However, things don't go as easy as planned when he accidentally mishandles some of the bakery equipment.

    Director:Unknown
    Writer:Unknown

    Be the first to start the conversation for this episode

  5. Undercover Boss Season 1 Episode 5 - Churchill Downs
    6.6/10(58 votes)

    #5 - Churchill Downs

    S1:E5

    Bill Carstanjen, President & COO of Churchill Downs, goes undercover at his own racetracks. This however proves difficult as he is afraid of horses.

    Director:Unknown
    Writer:Unknown

    Be the first to start the conversation for this episode

  6. Undercover Boss Season 1 Episode 6 - GSI Commerce
    7.1/10(55 votes)

    #6 - GSI Commerce

    S1:E6

    Michael G. Rubin, Chairman, President and CEO of GSI Commerce, the e-commerce giant behind numerous top U.S. retailers, goes undercover in his own company, where he discovers that rushing through a task can result in injury to others, and that his packing and shipping skills are not up to company standards.

    Director:Unknown
    Writer:Unknown

    Be the first to start the conversation for this episode

    7. Trending NowTRENDING NOW

    The 20 BEST Episodes of Undercover Boss

    READ
  7. Undercover Boss Season 1 Episode 7 - Herschend Family Entertainment
    7.4/10(52 votes)

    #7 - Herschend Family Entertainment

    S1:E7

    Joel Manby, President and CEO of Herschend Family Entertainment goes undercover in his own company where he meets a young man aspiring for his job, and finds that it might be easier to run a boardroom than to captain a boat full of kids.

    Director:Unknown
    Writer:Unknown

    Be the first to start the conversation for this episode

  8. Undercover Boss Season 1 Episode 8 - Roto-Rooter
    7.2/10(62 votes)

    #8 - Roto-Rooter

    S1:E8

    President and COO of Roto-Rooter Rick L. Arquilla goes undercover in his own company and finds himself overwhelmed with emotion while working alongside several employees who force him to reflect on his past as well as his future legacy as the boss of their company.

    Director:Unknown
    Writer:Unknown

    Be the first to start the conversation for this episode

  9. Undercover Boss Season 1 Episode 9 - 1-800-Flowers
    6.5/10(55 votes)

    #9 - 1-800-Flowers

    S1:E9

    Chris McCann, President and COO of 1-800-FLOWERS, America's largest florist and online gift shop, goes undercover and is later forced to reveal his true identity on the season finale of Undercover Boss.

    Director:Unknown
    Writer:Unknown

    Be the first to start the conversation for this episode

Season 1 Ratings Summary

"Waste Management" is the best rated episode of "Undercover Boss" season 1. It scored 7.5/10 based on 112 votes. Directed by Unknown and written by Unknown, it aired on 2/7/2010. This episode is rated 0.8 points higher than the second-best, "Hooters".