Zoey Deutch as Harper Moore, Kirsten's assistant Glen Powell as Charlie Young, Rick's assistant Lucy Liu as Kirsten Stevens, Harper's boss Taye Diggs as Richard "Rick" Otis, Charlie's boss Joan Smalls as Suze, Charlie's girlfriend Meredith Hagner as Becca, Harper's engaged roommate Pete Davidson as Duncan, Charlie's roommate Jon Rudnitsky as Mike, Becca's fiance Titus Burgess as Creepy Tim, janitor Noah Robbins as Intern Bo Jaboukie Young-White as Assistant Alex