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The Best Episodes of Undercover Boss Season 5

Every episode of Undercover Boss Season 5 ranked from best to worst. Discover the Best Episodes of Undercover Boss Season 5!

Binge this in 10h 30mPeaking 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

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Episode Rankings

  1. #1 Fan Favorite
    Undercover Boss Season 5 Episode 1 - Twin Peaks
    6.0/10(61 votes)

    #1 - Twin Peaks

    S5:E1

    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.

    Director:Unknown
    Writer:Unknown

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  2. Undercover Boss Season 5 Episode 2 - Loehmann's
    6.0/10(42 votes)

    #2 - Loehmann's

    S5:E2

    When Loehmann's CEO Steven Newman goes under cover, he feels uncomfortable helping female customers shop for undergarments.

    Director:Unknown
    Writer:Unknown

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  3. Undercover Boss Season 5 Episode 3 - Donato's
    6.8/10(42 votes)

    #3 - Donato's

    S5:E3

    Donato's Chairwoman Jane Grote Abell goes under cover and discovers that pizza isn't the only thing getting baked at one store.

    Director:Unknown
    Writer:Unknown

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  4. Undercover Boss Season 5 Episode 4 - Buffets, Inc.
    7.2/10(43 votes)

    #4 - Buffets, Inc.

    S5:E4

    Buffets, Inc. CEO Anthony Wedo encounters an employee with a nasty attitude and learns how to work the grill station while he is undercover.

    Director:Unknown
    Writer:Unknown

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  5. Undercover Boss Season 5 Episode 5 - Menchie's
    6.9/10(39 votes)

    #5 - Menchie's

    S5:E5

    Menchie's frozen yogurt franchise CEO Amit Kleinberger goes undercover at a dairy farm and a kids birthday party.

    Director:Unknown
    Writer:Unknown

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  6. Undercover Boss Season 5 Episode 6 - Alfred Angelo
    6.8/10(32 votes)

    #6 - Alfred Angelo

    S5:E6

    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.

    Director:Unknown
    Writer:Unknown

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  8. Undercover Boss Season 5 Episode 7 - Family Dollar
    7.0/10(37 votes)

    #7 - Family Dollar

    S5:E7

    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.

    Director:Unknown
    Writer:Unknown

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  9. Undercover Boss Season 5 Episode 8 - Dutch Bros. Coffee
    7.3/10(33 votes)

    #8 - Dutch Bros. Coffee

    S5:E8

    Dutch Bros. Coffee co-founder and president Travis Boersma works under cover on a coffee plantation in El Salvador.

    Director:Unknown
    Writer:Unknown

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  10. Undercover Boss Season 5 Episode 9 - Undercover Boss:  Busted!
    6.5/10(29 votes)

    #9 - Undercover Boss: Busted!

    S5:E9

    Seven previously featured "Bosses" discuss the challenges they had with keeping their identity undercover. Also, they provide updates on some of their memorable employees.

    Director:Unknown
    Writer:Unknown

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  11. Undercover Boss Season 5 Episode 10 - Massage Heights
    4.6/10(33 votes)

    #10 - Massage Heights

    S5:E10

    Massage Heights COO Shane Evans must overcome her aversion to touching other people when she goes under cover.

    Director:Unknown
    Writer:Unknown

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  12. Undercover Boss Season 5 Episode 11 - Mohegan Sun Casino
    7.5/10(31 votes)

    #11 - Mohegan Sun Casino

    S5:E11

    Mohegan Sun Chairman Bruce "Two Dogs" Bozsum goes under cover.

    Director:Unknown
    Writer:Unknown

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  13. Undercover Boss Season 5 Episode 12 - Hudson Group
    6.3/10(25 votes)

    #12 - Hudson Group

    S5:E12

    Hudson Group CEO Joe DiDomizio goes on an undercover mission.

    Director:Unknown
    Writer:Unknown

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  14. Undercover Boss Season 5 Episode 13 - Utah Jazz
    7.0/10(29 votes)

    #13 - Utah Jazz

    S5:E13

    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.

    Director:Unknown
    Writer:Unknown

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  15. Undercover Boss Season 5 Episode 14 - Undercover Employee
    7.2/10(24 votes)

    #14 - Undercover Employee

    S5:E14

    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.

    Director:Unknown
    Writer:Unknown

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  16. Undercover Boss Season 5 Episode 15 - Sky Zone
    7.4/10(29 votes)

    #15 - Sky Zone

    S5:E15

    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.

    Director:Unknown
    Writer:Unknown

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Season 5 Ratings Summary

"Twin Peaks" is the best rated episode of "Undercover Boss" season 5. It scored 6/10 based on 61 votes. Directed by Unknown and written by Unknown, it aired on 9/27/2013. This episode is rated 0.0 points higher than the second-best, "Loehmann's".