Former trophy wife Meredith Davis seeks a return to a life of leisure and luxury by posing as a teacher at an upscale elementary school to meet the students' rich, single fathers and land one to marry. However, her plan hits a major snag and she faces exposure when her unconventional and mostly unsuitable teaching methods raise the suspicions of a fellow faculty member.

After Meredith has a run-in with her ex-husband's new girlfriend, she ramps up her plan to re-marry by tricking Principal Carl into inviting her to join his "Divorced Dudes" support group, where she hopes one of the men is second marriage material.

Meredith tries to raise money to move into her own apartment by entering a secret teachers' betting pool for the annual student science fair and tipping the odds in favor of her chosen winner, Lily, by sabotaging the other students.

Meredith pays for a ski getaway with money she finds in the school parking lot but panics when she realizes it's the same cash Ginny lost for a students' trip to Sacramento. Meanwhile, divorced Principal Carl gets back on the saddle by hitting the local bar scene with Joel and the other PE coaches.

When Meredith's venue for her 30th birthday party falls through, she plots a takeover of Kim's student teacher exam celebration. However, once the party is underway, her lies start to unravel as she tries to keep her rich friends from her old life separate from her new co-workers.

On standardized test day, Meredith and Principal Carl are distracted by the arrival of their ex-spouses.