In this episode, set in 1981, Harris quotes Yoda as saying "Once you start down the dark path, forever will it dominate your destiny." The quotation is from Return of the Jedi, which would not be released until 1983.
During the scene where Bill, Sam, and Neil are playing "Mouse Trap" behind Sam is a stack of games. The bottom game is the original Trivial Pursuit "Genus Game - Master Edition." The show is set in the 1980-1981 school year. Trivial Pursuit was not sold until 1982.
The scene in the computer room shows IBM PCs and the IBM PC portable. The Show is set between fall 1980 and spring 1981. The IBM PC was released August 12, 1981. The IBM PC portable was released Febuary 1984.
When Agent Meara is speaking to to Jeff Rosso, he says that there has never been an assassination attempt on a Vice President and that no one cares. This statement is incorrect as there have been at least two failed attempts. The assassination of Abraham Lincoln was a wider conspiracy and Vice President Andrew Johnson was also targeted. However, the man who was supposed to kill him, George Atzerodt, lost his nerve and didn't carry it out. Thomas Marshall, Vice President under Woodrow Wilson, was also the target of an assassination attempt in 1915. German-born Eric Muenter was opposed to the US supplying arms to the Allies during World War I and planted dynamite outside Marshall's office. The dynamite detonated prematurely and Marshall was unhurt.
When Lindsay enters the school on the day of the Vice-President's visit, her army jacket is unbuttoned/unzipped. When the camera shows her talking to Mr. Rosso a second later, her jacket is buttoned up.