Undercover Boss

Undercover Boss Season 5

TV Show"The toughest job the boss will ever do is yours."

Watch 'Undercover Boss' Season 5 Online

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Season 5 Episodes

1. Twin Peaks

September 27th, 201342 min

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.

2. Loehmann's

October 4th, 201342 min

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

3. Donato's

October 11th, 201342 min

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

4. Buffets, Inc.

October 18th, 201342 min

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

5. Menchie's

October 25th, 201342 min

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

6. Alfred Angelo

November 1st, 201342 min

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.

7. Family Dollar

November 8th, 201342 min

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.

8. Dutch Bros. Coffee

November 15th, 201342 min

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

9. Undercover Boss: Busted!

November 22nd, 201342 min

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

December 13th, 201342 min

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

11. Mohegan Sun Casino

January 17th, 201442 min

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

12. Hudson Group

January 31st, 201442 min

Hudson Group CEO Joe DiDomizio goes on an undercover mission.

13. Utah Jazz

February 28th, 201442 min

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

March 7th, 201442 min

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

March 14th, 201442 min

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.

All Seasons

Season 11

Season 11

Jan 7, 2022
Season 10

Season 10

Jan 8, 2020
Season 8

Season 8

Dec 21, 2016
Season 7

Season 7

Dec 20, 2015
Season 6

Season 6

Dec 14, 2014
Season 5

Season 5

Sep 27, 2013
Season 4

Season 4

Nov 2, 2012
Season 3

Season 3

Jan 15, 2012
Season 2

Season 2

Sep 26, 2010
Season 1

Season 1

Feb 7, 2010