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 (Ari Graynor) sets her sights on dating Bronwen’s (Gracie Kaufman) dad – but has to get her permission first. Joel (Ryan Hansen) helps Irene (Sara Gilbert) navigate the world of online dating.

An important teaching evaluation threatens to cost Meredith (Ari Graynor) her job and Irene’s (Sara Gilbert) loyalty. Joel (Ryan Hansen) vows to help Principal Carl (David Alan Grier) stand up to his bullying ex-wife.

As Meredith (Ari Graynor) uses a class fieldtrip to track down a handsome employee of an Internet company, Principal Carl (David Alan Grier) appoints Ginny (Kristin Davis) to fill in for him while he tags along.

The annual 6th grade slumber party reveals Meredith’s (Ari Graynor) true feelings for Joel (Ryan Hansen).

Meredith (Ari Graynor) steps up to help Ginny (Kristin Davis) finish the yearbook and recover from a bad breakup. Principal Carl (David Alan Grier) coaches Kim (Caitlin Kimball) on the Teacher’s Exam.