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

Dina Dwyer-Owens, Chairwoman and CEO of The Dwyer Group goes undercover in her company. The Dwyer Group provides plumbing services, electrical work, and landscaping services.

Rick Tigner, President of Kendall-Jackson Wine Estates goes undercover in his Luxury wine company.

American Seafoods CEO Bernt Bodal works undercover at his company.

Modell's Sporting Goods CEO Mitchell B. Modell goes under cover.

Tilted Kilt President Ron Lynch goes under cover.

Cinnabon Inc. President Kat Cole goes under cover.

International CEO Stephen J. Cloobeck goes under cover for a second time to check in on a new property acquisition.

When PostNet CEO Steve Greenbaum goes under cover, he meets a veteran adjusting to civilian life and encounters struggling franchise owners.

Kampgrounds of America CEO Jim Rogers works undercover at his company.

Moe's Southwest Grill president Paul Damico works undercover at his company.

While Boston Market Chief Brand Officer Sara Bittorf is under cover, she terminates an employee and struggles to manage a busy drive-thru window.

While he is undercover, O'Neill Clothing CEO Toby Bost is in a difficult position when an employee crosses the line.

CEO Andy Wirth, of Squaw Valley and Alpine Meadows, goes under cover and posts warning signs on the top of an unsafe cliff; Olympic gold-medalist Jonny Moseley participates in a ruse with Wirth.

When Fatburger CEO Andy Wiederhorn goes under cover he learns that some employees are dealing with payroll issues and broken equipment.

When ADT Chief Marketing and Customer Officer Tony Wells goes under cover, he struggles to make a sale and deals with a life-or-death situation when answering a call.

Retro Fitness CEO Eric Casaburi goes under cover and encounters an employee who hates customers.

Rollins, Inc., President John Wilson tackles a major cockroach infestation and faces swarming bees when he goes under cover.

Intriguing employees featured in past episodes discuss how the show has impacted their lives.

Intriguing bosses from past episodes discuss how the show impacted their lives.

Grammy-winning singer and songwriter Seal goes undercover to find undiscovered talented musicians struggling to make it in the music industry.

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Colie Edison, chief customer officer of Bowlero Corp and CEO of the Professional Bowlers Association, works to spare the customers from waiting too long when checking them in to bowl, and tries for a perfect game while taking food orders as a lane server.

Xavier Mufraggi, president and CEO, Club Med, Europe, Africa and the Middle East*, is "shaken" when he has trouble keeping up with drink orders while behind the bar, and he "has a lot of baggage" while trying to keep his cover on a busy arrival day at the resort

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