It’s the last week of school. Eli and his buds plot the annual Big Prank to humiliate Coach Haggis. Caitlin is also in on the scheme, but her goal is to make Eli see her as more than just "one of the guys". When Caitlin confesses crushing on Eli to Tonia, Dave overhears and intervenes with some business advice. To impress Eli, Caitlin’s must "sell in depth" and win the approval of Eli’s decision-making network (a.k.a. the Keller family and Eli’s buds). Then Eli’s inner circle will sell Eli on her charms. That should be easy, especially since Dave and Tonia already love Caitlin. Avalon signs on to help if Caitlin lets her in on the Big Prank. But the more time Caitlin spends with the Kellers, the less romance she sees in Eli. And meanwhile Eli realizes that Caitlin is the girl of his dreams. Will all this teen drama mess up this year’s Big Prank?