Kirk advises Dizzy that a girl will "powerlevel" him, as though it were a beat-down. "Powerlevel" actually refers to a concept in Kirk's beloved EverQuest wherein a higher-level character protects and/or enhances a lower-level character in order to help the lower-level character "level-up" at a faster rate. It is actually something desirable. Ironically, The New Guy and EverQuest were developed by the same company.
When Kirk lets go of the motorcycle and it crashes into the garage door the front wheel is on the left, but when shown from the reverse angle the front wheel is still on the left when it should be on the right.
At the first football game that Gil goes to, the announcers say that that was the first win since the last Bush was president. Then, when Gil goes into the office and the coach and the principal are thanking him for all he did, the coach then states that it was their first win in five years. The movie was made in 2002 when George W. Bush was president, five years before that Bill Clinton would be president, not George Bush.
As the Highlanders were scoring the touchdown in the state finals, a Highlanders defender #19 was shown shoving a Rocky Creek player #32 in the back while he was already on the ground. It was a personal foul that was way too obvious to be missed, so in reality the touchdown should not have counted.
When Dizzy tells the band about getting them a paying gig the day after the football teams first win he says they will be headlining homecoming two weeks from Friday but they play the Championship game before homecoming. If their time line holds true the football team would have only won 2 games before the title game and when has a state championship been played before homecoming