"Funny Aneurysm" Moment: Not only is this episode hard to watch these days because of Michael Jackson's death, but it aired only a few years before Michael Jackson got in trouble for child molestation, making all those scenes where he hangs out with Bart very disturbing.
Values Dissonance / Unintentional Period Piece: The unbridled excitement surrounding the prospect of the real life Michael Jackson coming to an North American town dates the episode to pre-August 1993. After Jackson was accused of child molestation in '93 and chose to settle the matter out of court, his reputation in the U.S. was permanently soiled, with his increasingly erratic and eccentric behavior overshadowing his fame. Tellingly, four seasons later, Negative Continuity results in Bart (an unabashed fan of Jackson here) telling Milhouse in "Bart Sells His Soul" that Michael Jackson is, like the boogeyman and the soul, a fiction that parents use to scare children.
What an Idiot: Homer gives his own psychiatric exam to be filled out by Bart, his troublemaking son who (in the early days of the show) has no trouble making fools out of authority figures (especially ones that are idiots like Homer).