Left penniless by her wealthy ex-husband, Meredith Davis (Ari Graynor) talks her way into a teaching job at a middle school where she organizes a Career Day targeting rich divorced dads.
Meredith sets her sights on dating her student Bronwen's wealthy father, but hits a roadblock when Bronwen won't give her permission to go out with him.
When the faculty faces district teacher evaluations, Principal Carl asks Meredith to assist Ginny with student engagement. Meanwhile, Lily tries to convince Irene that Meredith is taking advantage of her friendship.
Meredith (Ari Graynor) joins Principal Carl's (David Alan Grier) Divorced Dudes group to find a new husband. Ginny's (Kristin Davis) plan to punish Meredith's lax teaching habits backfires.
As Meredith (Ari Graynor) and Irene (Sara Gilbert) compete for the attention of a famous vegan chef, Ginny (Kristin Davis) coaches principal Carl (David Alan Grier) for an annual faculty race.
In order to afford a new apartment, Meredith (Ari Graynor) bets on the school science fair. Ginny (Kristin Davis) and Irene (Sara Gilbert) vie over who gets to present the winner's trophy.
Meredith's (Ari Graynor) moral compass is tested when she's forced to choose between a ski weekend with her rich friends and the school's field trip to the state capitol. Principal Carl's (David Alan Grier) knack for meeting single women impresses Joel (Ryan Hansen).
As two overbearing moms threaten to pull their son out of Nixon Middle to protest Meredith's (Ari Graynor) lax teaching methods, Joel (Ryan Hansen) discovers Ginny (Kristin Davis) holds a grudge over an old sleight.
Meredith's birthday party has a few bumps in the road. Ray won't return a of a bottle of 30 year old champagne that he gave to her as a gift. Meredith attempts to crash another coworkers party and in turn learns who her real friends are.
