For the first time on UNDERCOVER BOSS, Sara Bittorf, Chief Brand Officer of Boston Market, makes the crucial decision to terminate an employee after he makes disparaging comments about the customers. During her undercover mission, Bittorf also learns to carve whole roasted chickens and struggles to manage a busy, timed drive-thru window.

Andy Wirth, President and CEO of Squaw Valley and Alpine Meadows, two ski resorts located in Lake Tahoe, ventures to the top of an unsafe cliff to post warning signs while training with a ski patrol. Olympic Gold Medalist Jonny Moseley joins Wirth in a ruse to help protect his true identity in the small ski town.