A self-obsessed pharmaceutical sales rep who is megapopular on social media needs help making friends and being liked in real life, and so she turns to a marketing genius for tutelage in the series premiere of this modern take on "My Fair Lady."

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Eliza's fling with her co-worker Freddy gets complicated, and Henry explores Facebook for the first time with disastrous results.

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Henry and Eliza discover that their most valuable office relationship might be their own after Saperstein mandates his employees to work on their interpersonal connectivity.

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Eliza accepts Henry's challenge to do something helpful over the weekend and reluctantly offers to babysit Charmonique's young son on a Saturday night. Little does she know that young Kevin has a lot to teach her about having fun.

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Eliza and Henry spend the weekend at the Saperstein's estate but with zero cell reception and a prospective promotion being dangled in front of them, both Henry and Eliza exhibit some questionable behavior.

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Eliza observes Henry's constant bad mood and lack of skills with women and becomes determined to get him some action, whether he wants it or not.

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When Eliza discovers that a distracted Henry wants to drastically reduce their mentoring sessions, she resolves to put an end to Henry's biggest distraction - his new lady friend, Julia.

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For his 40th birthday, Henry requests that Eliza find him a meaningful gift, but when she buys him tickets to see his favorite band, it creates tension between Henry and Julia, the woman he's seeing.

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Eliza's effort to "follow through" on a work idea impacts her relationship with Freddy. Henry rejects an admirer, leading to unexpected consequences.

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Eliza decides to confess her love for Henry. She tries to get Henry to confess his feelings for her, but ends up making things awkward for the two of them.

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Tensions begin to brew in the workplace between the two after Henry cannot reciprocate his feelings towards Eliza. A dire financial situation befalls Eliza due to her reckless spending which forces her to be evicted from her apartment. With no one to turn to, she seeks out Henry's help on her situation which in turn reconciles their friendship between the two.

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Eliza's long lost sister Bethany arrives for a visit and with her brings a host of unresolved issues that challenge Eliza's progress. Meanwhile, Henry attempts to beat Freddy in the company's Tough Mudder for charity, and their long-simmering feud comes to a head.

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Eliza get a confidence boost when she learns that her new female role model/former middle school bully used Eliza's life as inspiration for her success. Henry tries to rid himself of his childhood poser status by learning how to ride a skateboard.

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