Katie and husband Greg have moved to Westport because the school district there is the best option for their youngest, Anna-Kat. Katie finds herself caught up in helping Anna-Kat fit in more while trying to assure that her older kids, Taylor and Oliver, immediately caught up in the luxe Westport lifestyle, fit in a little less. On top of this, Katie has her own insecurities about her place in their new town. Her perfectly imperfect world is upended when her neighbor's decision to move notches her up from her ideal social standing and sets her on a path to ensure that doesn't happen, regardless of the consequences.
All Katie wants is a good, long nap after the kids keep her up all night. But when Greg gets the flu, she doesn't get a minute to herself. Her exhaustion reaches critical mass with a confrontation with the school's officious crossing guard.
Katie, jealous of Taylor's friendship with neighbor Viv, reluctantly competes in the Westport Halloween "Zombie Run" after she finds out they'll both be running. Meanwhile, Greg and Anna-Kat get a little too much in character for the "zombie" part of the run's obstacle course.
When Anna-Kat draws a super plus-sized portrait of Katie for the school art show, Katie sets out to retrieve it by any means necessary. Meanwhile, with Katie away, Doris is left in charge of Oliver and Taylor. She's determined to whip them into shape with her Tiger Mom skills, but she may have met her match.
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