An entitled young writer and a waning comedy legend must put aside their differences to save their careers.

Though reeling from their meeting with Winnie, Deborah and Ava continue to clash over creative control on their writers' "retreat" in Vegas – all while pressure mounts to craft the perfect opening sketch.

Ava gains insight into Deborah's past.

At DJ's jewelry expo, Ava comes to better understand Deborah and DJ's complicated mother-daughter relationship. Deborah receives an unexpected piece of ammunition against Marty.

DJ's birthday party becomes a surprise dual function. Meanwhile, Deborah and Marty reconnect.

Deborah tests Ava's limits.

Ava tries to keep a secret from Deborah, but someone in Deborah’s inner-circle leverages the truth. Meanwhile, Deborah stares down the barrel of her first radically honest show.

While Deb struggles to connect with her audience on a cruise, Ava finds herself an unexpected hit.

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.

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

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

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

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.

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.

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

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.

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

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

Furious with Ava for forcing her way into the head writer position, Deborah stops at nothing to get her removed from Late Night. As Ava attempts to beat her boss at her own game, Marcus prepares for a difficult conversation with Deborah.

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

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