When Jack is disappointed with the popcorn maker he orders, he and the students plot revenge; Helen goes back to school to get her high school degree and chaos ensues in Principal Durbin's office in her absence.

Mr. Pugh plans a field trip for the Toledo chapter of the Ohio Naturalists; when Jack can't write his own book, he agrees to be ghostwrite for popular author Robin Shwank -- only to insert his own chapters into Shwank's book.

Jack accidentally loses a significant amount of money and it falls in the hands of the students; as Principal Durbin and Helen investigate who stole the money, the students and teachers admit to other wrongdoings.

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Jack has Mary drive him to the doctor, but a prank results in him getting the same procedure twice; at school, Durbin and Helen embarrass themselves and the kids compete over class superlative titles.

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While the rest of the town prepares for the celebration of Toledo's annual Katie Holmes Day, Jack and Marissa plot to ruin the holiday pageant.