Ride The Ram – It’s Durbin’s birthday and Spirit Week. Jack does his best to steer clear of any school spirit as everyone else comes together to take down their hated rivals at Prairie High.
Kinda Sorta – The college fair comes to Whitlock, and Sarika has an offer to Jack: Get her into Harvard, and she’ll get his book into the hands of her publisher aunt. Meanwhile, Stef prepares for a visit from a fling, Helen applies to college, and Durbin tries to cement his legacy.
Spectacle – After his computer breaks, Jack rallies his class to win the annual Whitlock’s Got Talent contest so the prize money can go towards a new laptop. Helen and Durbin put on their best tuxes to host while Mary, Stef and Michelle prepare a hand bell routine.
Handcuffed – When he’s kicked off his Harvard phone plan, Jack is offered a chance to leapfrog onto Mary’s on one condition: He helps her break up with her scuzzy boyfriend. Meanwhile, Anthony becomes Durbin’s right hand man.
Dr. Whoopsie – An embarrassing video of Jack falling off a stage goes viral, so he plans a viral video of his own. Meanwhile, Durbin, Helen, and the teachers track down Whitlock’s most notorious litterer: the Sugar Daddy.
Sweet Low Road – Budget cuts threaten to gut Whitlock and put Jack’s job in jeopardy, so he recruits Mary, Stef, and Michelle to take down the superintendent. Durbin plans an appeal to the heart, while the students plan an appeal to the soul.
Personal Everest – Jack is outraged when his old high-school bully is hired as a motivational speaker at Whitlock. Meanwhile, Mary, Stef, and Michelle set their own personal goals of female empowerment, unintentionally causing a rift between Helen and Durbin.
Melvin – Jack’s war with his neighbor reaches a turning point when it threatens to ruin a date with Lynette. And when the school photographer ups his rate, Durbin takes school pictures into his own hands.
Toledo’s Top 100 – Jack is aghast to learn he didn’t make the Top 10 in Toledo’s Top 100 bachelors, and Durbin did. Meanwhile, Victor and Eduardo decide it’s time to reveal their feelings to their unexpected crushes.
Wednesday Morning, 8AM – In the hectic 30 minutes that start every day at Whitlock, Jack tries to retrieve his massage chair from Whitlock’s intriguing payroll accountant, Lynette. Durbin and Helen prepare for the morning announcements, Michelle gives a eulogy, and Mary and Stef fix an art emergency.
Nuns – Jack is offended when he discovers a local church received a sizable bequest from his dead mother and used it to buy a Virgin Mary statue. In an attempt to get revenge, he ropes his students into helping him steal the statue. Meanwhile, Mary, Stef and Principal Durbin attempt to give the right advice to Michelle, who is having marital issues at home, but she ends up getting comfort from an unexpected source.