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.

Alarmed by Adam's indifference when she fails to come home after a night out with co-workers, Hannah worries that the spark may be gone in their relationship. Marnie begins working at Soo Jin's art gallery, though not in the role she expected; later, Desi helps her rediscover her voice. Shoshanna has a surprise for Jessa.