The first episode had supermodel Heidi Klum working at a pizza shop, rapper and actor Ice-T selling shoes, Survivor host Jeff Probst working a cash register, country music star LeAnn Rimes waiting tables, singer and actress Jessica Simpson working as a computer technician, Extra host Mario Lopez selling hot-dogs from a vending stand in Central Park, and Subway spokesman Jared Fogle working at a Subway.

Julie Chen works at a yogurt shop; Paris Hilton poses as a gas station employee; Snoop Dogg works as a pJulie Chen works at a yogurt shop; Paris Hilton poses as a gas station employee; Snoop Dogg works as a parking lot attendant; Rachael Ray works at a dry cleaner; Gene Simmons poses as a psychic; and Tony Hawk works at a surf shop.

Celebrity participants include Wayne Brady ("Let's Make a Deal") working behind the front desk at a nice hotel, style icon Tim Gunn behind the counter at a fast food joint, The Jonas Brothers' Nick Jonas working at a girls' clothing shop, country superstar Wynonna Judd selling tires, Jay Mohr ("Gary Unmarried") as a coffee house barista and television host and lifestyle expert Martha Stewart ("The Martha Stewart Show") as a craft store employee.