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Nina Geld (Mary Elizabeth Winstead) is an up-and-coming comedian in New York City. She's funny, smart and has worked hard to build a career for herself in the male-dominated world of stand-up. But when it comes to romantic relationships, Nina's life is a mess. Random guys in bars, abusive married men (Chace Crawford) , and an inability to stand up for herself finally convince Nina it's time for a change. She packs up and moves to Los Angeles, for a once in a lifetime opportunity to audition for Comedy Prime - the end all, be all of late night comedy. After killing it in Los Angeles, she meets chill contractor Rafe Hines (Common) , who tempts the brash New Yorker into considering commitment. Sublimating her own desire to self-destruct, Nina has to answer the question, once and for all, of whether women can indeed have it all.

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