Millennial's deal with a youth clothing company falls into jeopardy after Liza's age is revealed, Maggie gets a crush on a male artist, and Quinn stages a publicity stunt.

Liza's ad campaign features a surprise, Charles and Kelsey take part in an important meeting, and Josh thinks about his future when Clare receives a lucrative offer.

After Quinn's new romance goes public, Liza decides to fact-check her manuscript. Maggie gets an exciting new job offer and love interest. Sparks fly between Liza and someone from her old life.

Liza and Kelsey start an underground event called Inkubator. Liza debates telling Charles about Quinn's true motives. Maggie’s first class lands her an invite to dinner at the dean’s.

After an Empirical author dies, Charles reconnects with the widow who was the real-life inspiration for his novel, The Miseducation of Henry Cane. Maggie teaches a class on her past art and is confronted with a big problem.

When Caitlin needs help with a Vassar event, Liza is forced to turn to an inconvenient source: Quinn. Kelsey is unhappy with her time in the spotlight and tries to find a way out of it. Maggie gets cancelled.