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

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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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.

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.

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

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.

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.

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.

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.

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.

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.

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.

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

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

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.

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

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.

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.