Randy Dewitt, co-founder and CEO of Twin Peaks, goes undercover in his popular sports bar and grill chain that features provocatively dressed waitresses. While there, he enlists the help of UNDERCOVER BOSS alum Coby Brooks ("Hooters"), now one of the largest franchise owners at Twin Peaks, who shaves his head and also goes undercover as an inappropriate customer.

Jane Grote Abell, Chairman of Donatos Pizza, goes undercover in her family business and learns that the pizzas aren't the only things getting baked at one store.