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Vito, a marketing and advertising mogul, goes under cover as a struggling artist.

Mystery Millionaire

The Art of Deception

A dairy heiress and socialite goes undercover as a dog walker, but has trouble keeping her story straight.

Doggy Style

A spirits entrepreneur goes undercover as a struggling photographer, but fumbles his cover story and has an equipment failure.

The Phony Photographer

A 23-year-old executive for a candle company goes under cover as a bartender in a seedy watering hole as he searches for a soul mate.

Tip Your Bartender With XO

An international fitness model goes undercover as a landscaper.

Fitness Mogul Strips Down

Ethan, a software CEO, goes undercover as a surf instructor.

The Lonely Surfer

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A millionaire goes on three blind dates before revealing his or her true wealth.

S1 E1 | The Lonely Surfer

E6 | The Art of Deception

E5 | Doggy Style

E4 | The Phony Photographer

E3 | Tip Your Bartender With XO

E2 | Fitness Mogul Strips Down

E1 | The Lonely Surfer