| Hint | Answer | % Correct | |
|---|---|---|---|
| Singer, "These Boots Are Made for Walkin'" "Bang Bang" "Summerwine" | 1940 | Nancy Sinatra | 100%
|
| Businesswoman and television personality, she served five months in prison for charges related to the ImClone stock trading case | 1941 | Martha Stewart | 78%
|
| Lead female vocalist of "The 5th Dimension" and host of "Solid Gold" | 1943 | Marilyn McCoo | 56%
|
| Comedian and actor, he was the first African American to host a successful TV variety show | 1933 | Flip Wilson | 44%
|
| Actor, known for his role as Theodore Huxtable in "The Cosby Show" | 1970 | Malcolm-Jamal Warner | 44%
|
| Hall of Fame power forward who played for the Boston Celtics and later served as a coach for the team | 1934 | Tom Heinsohn | 44%
|
| Actor and winner of three Tony Awards, in 2010 he was called the greatest stage entertainer of the decade by The New York Times | 1956 | Nathan Lane | 33%
|
| Commissioner of the NFL from 1989 to 2006 | 1940 | Paul Tagliabue | 33%
|
| Senator from New Jersey since 2024 | 1979 | George Helmy | 22%
|
| Actor, "Dead Poets Society" "The Age of Innocence" "Saboteur" | 1914 | Norman Lloyd | 22%
|
| Actor, "The Breakfast Club" "Die Hard" "All My Children" | 1939 | Paul Gleason | 22%
|
| Actor, known for his role as Don Barzini in "The Godfather" | 1910 | Richard Conte | 22%
|