| Category | Question | Answer |
| Entertainment | Who sang the song "We Didn't Start the Fire"? | Billy Joel |
| Entertainment | In the TV show "The Simpsons", what is Chief Wiggum's first name? | Clancy |
| Entertainment | What 1960s-1970s folk singer had relationships with both Bob Dylan and Steve Jobs? | Joan Baez |
| Entertainment | Who sang in a pop duo alongside Melanie Appleby? | Kim Appleby |
| Entertainment | Who played the role of Bobby Donnell on the TV show "The Practice"? | Dylan McDermott |