Legendary Vegas comedian Deborah Vance is in danger of losing her residency. Meanwhile in L.A., young, entitled writer Ava is desperate for a job. Their mutual manager Jimmy sets them up on a meeting, much to their chagrin.
With her prime performance slots hanging in the balance, Deborah reluctantly begins working with Ava, testing their initial compatibility with a highly unconventional road trip. As they encounter unexpected bumps, Ava learns a messy lesson in resilience.
Tasked with archiving material from Deborah's entire career, Ava gains invaluable insight into her employer. An unexpected package fuels longstanding tensions between Deborah and an estranged family member, and later, Ava reaches out to someone from her own past.
As Deborah scrambles to keep her dates intact, an unexpected tip drops in her lap at a bat mitzvah. Meanwhile, after DJ's request for a favour from Deborah is rejected, Ava accompanies her to an expo - only to learn more about Deborah and DJ's complicated relationship.
Reeling from a surprise encounter with a group of former colleagues, Ava takes a chance on George, who promises a wildly different Vegas evening. After a disagreement with Marcus over the future of her career, Deborah reveals her cards to Marty.
While her retreat with Deborah isn't what she envisioned, it provides Ava a chance to correct a mistake. Finding himself with rare time off, Marcus reaches out to a surprising source for company. Later, Deborah reveals the truth about a major myth in her career.
While DJ shows off her new man at her birthday party, Deborah and Marty put their differences aside to enjoy each other's company. But when the celebration becomes a surprise dual function, Ava is tasked with an important responsibility.
After Marty delivers a crushing blow, Deborah and Ava travel to a comedy club in Sacramento to try out her new material, which inadvertently sparks a career-defining moment for Deborah. Meanwhile, Ava finds herself stuck between her parents' competing interests.
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.
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.
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 host 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 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.