Jeff tries to flirt with the new substitute, hoping to bring out the jealousy in Alice. Alice, meanwhile, finds herself in the running for a plum faculty position, but Calvin and Dick are adamant that she not get the gig.
Emma and Mitch have fun with Jeff, who gets into a worried state over his misguided efforts to set up Calvin with a romantic possibility.
Filmore High hosts cross town rival Caulfield Prep at its annual Filmore High Schoolympics. Jeff impresses Alice by rallying the troops, but when she discovers it’s because of a bet with the competition's headmaster, she doesn't want to be a part of it.
Determined to win this year’s online golf tournament, Jeff is heartbroken when he finds his laptop broken. Desperate to be in the tournament, Jeff chooses to use a faculty computer, however it's already being used by, of all people, principal Wiggins.
Jeff's arch nemesis Doug has everybody under his spell, but when Jeff tries to label the testing guru a fraud, he may find him self in a bit of a pickle. Meanwhile Dick supports Tina and vows to do what he can to help her remain at Filmore High school.
When Alice volunteers to chaperon this year's prom, Jeff uses the opportunity to have a date with Alice, so he also volunteers and suggests they go together. But his plans for a romantic evening goes from bad to worse when Alice invites a third party to join them.