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.

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 gets jealous during the annual 6th grade student sleepover when she sees Joel flirts with another teacher.

Meredith agrees to help Ginny finish the student yearbook when she learns staff volunteers receive a free Botox treatment, but they struggle to meet their 24-hour deadline when Ginny is distracted by a sudden break-up. Also, Principal Carl helps Kim study after she fails her teacher's exam.

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.

After Meredith has a chance encounter with a hot guy in a coffee shop, she plans a class field trip to his office so she can see him again. At school, Ginny realizes Principal Carl's job is harder than it appears when he makes her Acting Principal for a day.

During the school's annual health week, Meredith sets her sights on a five-star vegan chef and enlists Irene's help to keep his interest when she realizes he's environmentally friendly. Meanwhile, Ginny coaches Principal Carl for the Faculty 50-Yard Dash.

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.

Meredith and Principal Carl's friendship suffers when she argues with the parents of the school's most gifted student and refuses an order to apologize for her behavior. Meanwhile, Ginny is set on edge when Joel scratches her car and tries to charm his way out of taking responsibility for the damage.

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.

Staff and students are all focused on standardized test day when Meredith and Principal Carl’s attentions are diverted by the arrival of their ex-spouses, making them question whether they want second chances with their former loves.