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

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

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

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

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

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

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

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

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.

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

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

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

Deborah braces for Kathy's attendance at her Christmas party, while Jimmy and Kayla refuse to call it quits on the comedian's Late Night dreams.

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

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.