Hannah gets a job writing advertorials at GQ, but worries that the corporate environment will kill her creative mojo. Shoshanna rethinks her breakup in light of Ray's newfound success, while he and Marnie butt heads over lunch.

During a GQ advertorial interview, Patti LuPone warns Hannah that Adam's new career path may cause unexpected problems. Meanwhile, Jessa's boredom at work is interrupted by a surprise visit from an old acquaintance. Later, Hannah is assigned to review the Gramercy Park Hotel, and the group celebrates good news with Adam's new friend Desi, whom Marnie finds particularly captivating.