The Worst Episodes of Difficult People

Billy and Julie come up with an entrepreneurial scheme to sell bottled library water fountain water; Julie gets in trouble for a controversial tweet.

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Julie seeks out an old high school crush and brings him to bed with her and Arthur; Billy finds a father figure in Denise's husband, Nate.

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Writer: Scott King

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Lifelong dreams come true when Julie gets hired to write on a TV show, Micky Dolenz answers Billy's childhood fan letter, and Marilyn throws herself a Bat Mitzvah.

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Julie and Arthur stumble into sexual roleplay, while Billy worries he's been miscast as a supportive spouse at Todd's work parties. Meanwhile, Julie's dogs become social media stars without Julie's consent, and Marilyn re-unites with a former lover.

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Julie and Billy book a gig at The Cutting Room, but Billy's newfound obligation to family threatens to compromise their big break.

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Julie and Billy jeopardize their shot at becoming fashion elites when Julie gets sick and Billy gets cast as the lead in a children’s TV show.

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Julie faces a moral dilemma when she gets cast in Woody Allen's new TV show; Billy and Marilyn scam their way through a government gay conversion therapy program. Matthew's ex-wife comes to town.

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Julie decides she has an addiction to her mother, and treats it by joining AA. Billy helps his sister-in-law Rucchel exorcise a Jewish demon from her basement. Arthur experiences frustration in the bedroom and at work, and takes both into his own hands.

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Having maxed out on antidepressants, Julie faces a family Passover Seder armed only with a meditation app. Meanwhile, Billy gets a gig as a warm-up comic for Larry Wilmore's new late-night talk show and Arthur heads to Florida for work.

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Time alone become elusive after Julie is caught watching porn and Billy's brother moves in with him.

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Julie "Yes And's" her way into a corner with her former improv teammates and ends up being caught in a significant lie. Billy and Todd can't fall asleep in the same bed together. Meanwhile, Arthur uncovers a secret at work and Marilyn and Matthew bond.

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Alone for the weekend, Julie hires a creepy handyman who overstays his welcome. Meanwhile, Billy feuds with a dickish advertising exec, and Marilyn gets a book deal.

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After cut-rate facial filler leaves Julie's face frozen into a smile, she savors the unexpected benefits. Billy has the opportunity to teach acting after running into his favorite school teacher, and Marilyn wants Julie to freeze her eggs.

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Julie thinks about trading in her show business dreams for a life of crafting; Billy tires of New York; Arthur is fed up with his job; Marilyn has writer's block.

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Julie works to impress Jewish TV writers as Billy strives to be his rich boyfriend's kept man; meanwhile, Marilyn makes a video will.

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Billy and Julie decide to create their own version of the Ice Bucket Challenge to gain internet fame.

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As her birthday approaches, Julie learns that she enjoys her mother’s company when they drink together, and Billy tries to date a guy he befriended on Tinder.

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Julie and Billy attempt to capitalize on the success of Hamilton by writing and starring in their own historical musical.

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Julie writes an essay that is optioned for a movie, Billy helps with Matthew’s wedding. Julianne Moore stars as a development executive. Richard Kind stars as a writer who helps adapt Julie’s essay. Amy Sedaris and Deborah Harry return as roommates.

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Billy moves to Los Angeles with Julie's help. Marilyn writes a best-selling memoir, also with Julie's help. Changes at the cafe include a new waiter, and eventually, new ownership. Arthur’s office in Florida meets an untimely demise.

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