Katie Otto, a confident, unapologetic wife and mother of three, raises her flawed family in the wealthy town of Westport, Connecticut, filled with "perfect" mommies and their "perfect" offspring. Katie's 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.
Katie's perfectly imperfect world is upended when her neighbor's decision to move notches her up from her ideal social standing.
Katie, jealous of Taylor's friendship with neighbor Viv (Leslie Bibb), reluctantly competes in the Westport Halloween "Zombie Run."
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.
Katie swallows her pride and does the unthinkable, emulating the "perfect" Westport moms.
It's Thanksgiving, but Katie is less-than-thankful that the holiday features a visit from her least-favorite person, her mom.
Katie and Greg throw themselves into PTA politics when Anna-Kat's special needs teacher gets cut from the school budget.
Oliver is secretly taking dancing and manners classes in hopes of getting the girl he likes to go to the Westport Cotillion with him.
Katie and Greg are thrilled when Anna-Kat finally has a playdate with a "normal" girl.
The Ottos are trapped at home after a snowstorm knocks out power and blocks the roads.
Oliver tells his parents that he's so embarrassed by their modest house that he'd rather not have a birthday party at all.
The Ottos face the prospect of leaving Westport when their house is put up for sale.
Katie is fed up with the family complaining about her meddling in everything they do.
Katie encourages Viv (Leslie Bibb) to stand up to her boorish husband, Alan.
When Taylor keeps quitting school activities, Greg says Katie sets a poor example.
When Doris insists that Katie attend the charity polo match she's organizing, Katie invites her crass best friend from college, Billy (guest star Will Sasso).
Anna-Kat tells her parents that all she wants for her birthday is a chance to walk the three blocks to the library alone.
When Anna-Kat develops a fear of water and stops bathing, her therapist suggests the Ottos get her to go swimming.