"Internet nexus of cultural Judaism" — Examiner.com
Suggestions by David from Illinois, Daniel from Montreal, Ron from LA, and Allen from LA.
Mandatory Fun is an album, not a song.
Sad personal story. Hit the heights, downward spiral, divorce an early death. Best Jewish-themed parody I recall: "A Waste of Money" for "A Taste of Honey," an instrumental hit for another MOT, Herb Alpert.
Mine is either "Harvey and Sheila" (self-explanatory), "Sir Greenbaum's Madrigal" (a parody of "Greensleeves" about a Jewish knight), or "My Zelda" (a parody of Harry Belafonte's "Matilda" from the days when Zelda was more identifiable as a Jewish woman's name than a video game).