| Category | Question | Answer |
| Arts & Literature | What year did the first "Where's Waldo?" illustrated book hit the shelves? | 1987 |
| Geography | What New York City avenue divides the east side from the west side? | Fifth |
| Entertainment | Which town's businesses include the "I Can't Believe It's a Law Firm" and "J.R.R. Toykins"? | Springfield's |
| History | What US first lady was nicknamed "the Silver Fox"? | Barbara Bush |
| Science & Nature | What organ is physically altered by a lobotomy? | Brain |
| Miscellaneous | "Project Kansas" was the name for the top secret 1985 attempt to revamp what product? | Coca-Cola |