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.

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