1. Backup singer on David Bowie's "Young Americans" and Chic's "Dance Dance Dance": Luther Vandross
2. Elementary school teacher in Spanish Harlem: Gene Simmons (KISS)
3. Secretary at Motown Records: Martha Reeves
4. Bette Midler's arranger and show pianist: Barry Manilow
5. Physical education teacher in Canada: Anne Murray
6. Backup dancer for Patrick Hernandez: Madonna
7. Playboy Bunny: Debbie Harry
8. Truck driver for Crown Electric in Memphis: Elvis Presley
9. Gopher, producer, and session player at TK Records in Miami: KC (Sunshine Band)
10. Polaroid engineer and product developer: Tom Scholz (Boston)
11. English teacher in his native Britain: Sting
12. Actress on "Good Times" and "Diff'rent Strokes": Janet Jackson
13. Uptown Records' director of A&R and producer: P Diddy
14. Drummer for Rory Storm and the Hurricanes: Ringo Starr
15. Model and backup singer: Whitney Houston
16. Busker, gravedigger, soccer player: Rod Stewart
17. Broadway actress and standards singer: Barbra Streisand

Bonus: What three current pop singers were cast members of the 90s version of "Mickey Mouse Club?": Christina Aguilera, Britney Spears, and Justin Timberlake