Becky Freeley returns to her alma mater as a guidance counselor after having finally conquered the awkward, traumatic world of high school. With her orthodontia and teenage insecurities a distant memory, Becky deftly navigates the uncertainties of troubled students, and an often troubling faculty, certain of one thing her desperate attraction to hot mechanic-turned-Spanish-teacher, Tim.
Becky is over the moon when a hot Spanish substitute teacher, chooses her over Lisa, but has second thoughts when his presence threatens Tim's job. Meanwhile, one of Becky's troubled students, gets exciting news from college, but considers throwing it all away if it disrupts romantic life.
A student's gossip blog creates drama for the entire school. After Becky realizes that she is at the bottom of the "do-able" teachers list, she feigns disinterest, but secretly sets out to improve her ranking.
In an effort to fit in with the cool kids at school, Tim and Lisa, Becky makes an attempt to rebel for the first time in her life by vandalizing Bruce's office, but her efforts are thwarted when Bruce swears her to silence about her deeds for his own gain.
Becky finds herself in charge of planning a 40th anniversary party for the oldest and most hated teacher in school history. When Becky's pushed to her limit, her good intentions backfire and she unleashes 15 years of anger on Mrs. Pool -- resulting in Mrs. Pool's untimely death. Meanwhile Tim and Bruce realize that they have something in common -- compromising relationships with Mrs. Pool.
A shortsighted Bruce assigns Becky, who is the least creative faculty member on campus, to direct the school's high school musical.
Unaware that Becky has eyes for Tim, Lisa confides in Becky that her divorce is final and seeks her advice about dating. Meanwhile, Becky intervenes in an unconventional manner when Bruce gives a rebellious student six months' detention for pulling the fire alarm.