In the wake of Haskell declaring his love for Nicki, Holly tries to play cupid. Stuart secretly arranges for Phil to get together with his high school crush.

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Holly represents Nicki in her divorce, but lets her own history with marriage get in the way. Phil tries to prove he’s not getting older by dating a much younger woman.

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Holly joins a grief support group to meet a man. Stuart and Haskell help prepare Phil for a talk show appearance after he develops a lisp.

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Phil is convinced that the woman Haskell is dating is really a man. Stuart feels guilty after sleeping with a woman who thinks that he is a war hero.

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Haskell’s estranged brother shows up and asks for one small favor: his kidney. Holly mentors a teenager who turns out to like Eden’s job more than hers.

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Holly throws a birthday party for Stuart and Nicki, but her real motive is to impress a guy she's just met who's new in town. Nicki and Stuart's dad shows up and ruins everything.

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Haskell plans to attend a big event honoring him for his past bowling glory, but is quarantined with Phil and Stuart. Holly secretly rewrites Eden's college paper and almost destroys her dream.

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The gang attends a charity silent auction. Haskell wins a police ride-along. Phil wins dinner with his favorite sitcom TV Mom. Stuart and Holly are forced to share a cooking lesson with a celebrity chef.

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Holly sneaks into a sorority Eden is pledging to find out why she was rejected years ago. Haskell turns the guys' apartment into a pretend AirBnB to attract a woman.

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Holly, over the moon, introduces the gang to her new boyfriend, Congressman Charles Hayward, but they soon begin to question his motives.

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Holly’s engagement to Congressman Charles Hayward is put in jeopardy when a scandalous photo of her lands in the newspaper. Haskell has an idea for a great new app, but needs an investor.

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Holly's wedding day arrives. Business partners Haskell and Nicki strike it rich.

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After receiving a voice-activated operating system as a gift, Holly becomes overly attached to it. Haskell comes into money and controls Phil and Stuart with it.

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Tired of dating drama, Holly decides to only pursue men she is not interested in. Haskell takes all of his money out of the bank.

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Stuart recruits Phil for his a cappella group and Phil leads a rebellion. Haskell leaves Holly out of his will and she seeks revenge.

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Stuart’s sister Nicki comes back from her European vacation with a female lover. Holly, inspired by Nicki, decides to try dating women.

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Phil and Stuart have a fight with Haskell and he moves out. Holly, desperate to keep them all together, sends Phil and Stuart to bring him home.

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Phil’s stint on a movie set leads to romance with the female star. Holly struggles with having to fire someone for the first time.

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Phil makes a big mistake on his first date with a movie star so Holly has to infiltrate the red carpet to bail him out. Stuart and Haskell compete over who can get the most Twitter followers.

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Holly and Nicki plan a girls’ night out, but wind up competing for the same guy. Phil realizes dating a movie star is much more difficult than he imagined.

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Holly accidently convinces Stuart to quit his dental practice and buy a restaurant. Haskell, sick of paying alimony, tries to persuade his ex wife Margo to marry her fiancé.

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Stuart and Holly convince Margo to hold her wedding at the restaurant; Haskell tries to stop Margo's wedding.

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