Katie tries to help Anna-Kat fit in at school. Taylor and Oliver like the luxe Westport lifestyle.

Greg comes down with the flu and Katie battles exhaustion trying to take care of him and the kids. Her exhaustion leads to a confrontation with the...

Katie, jealous of Taylor’s friendship with neighbor Viv, reluctantly competes in the Westport Halloween “Zombie Run” after she...

When Anna-Kat draws an unflattering portrait of Katie for the school art show, Katie plans to retrieve it before anyone can see it; Doris is left in...

Katie tries to fit in with the other Westport moms in order to get Anna-Kat invited to a popular girl's birthday party. When Anna-Kat still isn't...

Katie's mother Kathryn (Wendie Malick) shows up for Thanksgiving, and typically wants to be the center of attention. Just prior, Katie met with...

Katie and Greg throw themselves into PTA politics when they learn that Anna-Kat’s special needs teacher, Dr. Ellie, has been cut from the...

Oliver is secretly taking dancing and manners classes in hopes of getting the girl he likes to go to the Westport Cotillion with him. He asks for his...

Katie's holiday spirit, never great to begin with, is soured even further when Viv corners her into helping out with the school Christmas pageant....

Katie and Greg are thrilled when Anna-Kat finally has a playdate with a "normal" girl. But Anna-Kat has a little secret: She's a budding kleptomaniac...

The Ottos struggle with being stuck at home without power during a snowstorm.

Oliver tells his parents that he's so embarrassed by their modest house that he'd rather not have a birthday party at all. Katie decides to teach him...

The Ottos face the prospect of leaving Westport when their house is put up for sale. No one wants to leave except Katie, who seems determined to move...

Katie's least favorite holiday is Valentine's Day, but her desire for a low-key approach is overridden by Greg's over-the-top romantic gestures....

Greg befriends fellow history buff Stan, but Katie is less than pleased, especially considering he is married to her nemesis, Chloe Brown Mueller.

Katie lets everyone fend for themselves and is a bit surprised when they don't seem to need her.

After Katie encourages Viv to stand up to her husband, she ends up leaving him.

Greg blames Katie for setting a bad example when Taylor quits her school activities.

Doris insists that Katie attend the charity polo match she's organizing.

Anna-Kat tells her parents that all she wants for her birthday is to walk 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. But can Katie get over own her...

Katie and Greg enjoy a night on the town with Angela’s ex after Celeste, an editor, helps Greg land his first book deal. But Angela, who has...

Katie has been avoiding the mandatory volunteer hours at her kids’ schools all year. But when the other moms pressure her, she hits on a genius...