- Milestone Celebration: This is the show's 100th episode. Spoofed by the chalkboard gag where Bart writes, "I will not celebrate meaningless milestones."
- Unintentional Period Piece: Skinner making a pass at his commanding officer wouldnt necessarily get him kicked out of the Army now that Dont Ask Dont Tell has been repealed.
- Write Who You Know: Much of Principal Skinner's behavior in the episode is based on teachers Bill Oakley and Josh Weinstein had in high school who, according to Oakley, were "sad, lonely guys who lived with their mothers".
Trivia / The Simpsons S5E19 "Sweet Seymour Skinner's Baadasssss Song"