As Deborah prepares to accept an award in Montreal, Ava does her best to avoid her former employer.

Deborah is invited to hang with some of her favorite comedians, Jimmy finally lands a general meeting with Winnie, and Marcus recruits Ava for trivia.

As Deborah works to perfect her second run at Late Night, Ava receives a dream offer, and Jimmy and Kayla seek to grow their company.

With Deborah determined to boot her from Late Night, Ava attempts to beat her boss at her own game.

As Deborah and Ava's feud threatens the future of their show, Jimmy and Kayla have their own struggles.

As the taping of her first Late Night episode approaches, Deborah experiences a shocking "first," while Ava makes a new romantic connection.

Deborah pitches a new approach for the show. Nina arrives with a plan for Ava's future. Jimmy struggles to keep up, while Kayla fields an offer.

Deborah and Ava struggle as Late Night lands in unwanted controversy. While Jimmy navigates the worst day, Kayla thrives.