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

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.

Deborah prepares to take the stage for her taping as Ava deals with a new opportunity.

For her final performance at the Palmetto, Deborah must decide between playing it safe and putting her entire career on the line. Meanwhile, Ava deals with a family crisis.

While Deborah recovers from surgery, she and Ava have a unique bonding experience when Deborah dispels a major misperception about her past.

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

Deborah receives the "Courage in Comedy" award, while Ava reaches a breaking point.

Deborah embraces tour life. Ava grapples with the value of honesty. Jimmy learns the harsh realities of Hollywood dealmaking.

With a little encouragement from Ava, Deborah’s unpolished set sparks a career-defining moment.

A girls’ night out finds Ava attempting to connect with her mother – and Deborah embracing some unexpected company.

Deborah and Ava struggle to stay out of one another's orbits – especially when Deborah lands an unexpected opportunity.

Deborah participates in a golf tournament to get face time with the cable affiliates who could decide her future.

Deborah deals with a difficult contract negotiation.

Deborah blackmails Marty. Ava has a wild night to remember in Vegas that puts everything in perspective.

An impromptu detour finds Deborah reckoning with long-held guilt while reconnecting with a former comedian friend.

After learning there's a Late Night vacancy, Deborah makes sure everything – and everyone – is operating at its finest for her roast.

A calendar mix-up finds Deborah double booked ... just as an unfortunate supercut of her most problematic early jokes starts circulating.

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

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.

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

As Deborah contends with writer’s block and Ava with a broken heart, the pair decide to clear their heads in the woods.

Deborah eagerly anticipates trying out her new material on the road, while Ava dreads the fallout of an explosive email.

Deborah continues to workshop her material on the road, as Ava adapts to a new lifestyle. Marcus is overwhelmed by life without Wilson.

Deborah and her team head to LA to pitch her new set as a comedy special.

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.