| 100% | ORR | 3 | He signed the first million-dollar contract in the NHL |
| 47% | GERRITCOLE | 10 | Pitcher who signed a $324 million contract with the Yankees in 2019: 2 wds. |
| 47% | ALEXRODRIGUEZ | 13 | Third baseman who signed a $275 million contract with the Yankees in 2007: 2 wds. |
| 47% | AARONJUDGE | 10 | Right fielder who signed a $360 million contract with the Yankees in 2022: 2 wds. |
| 46% | OHTANI | 6 | Shohei ___, baseball player who signed the biggest contract in pro sports history (10 years, $700 million) |
| 46% | JENNINGS | 8 | He hosted the first "Jeopardy!" in the post-Trebek era |
| 46% | OREE | 4 | First Black player in the NHL |
| 45% | EVERYDAYS | 9 | "___: The First 5000 Days," digital artwork by Beeple who sold its associated NFT for 69.3 million dollars in 2021 |
| 45% | UPTON | 5 | Center fielder B.J. who signed a 5-year, $75.25 million contract with the Braves in November 2012 |
| 45% | SOTO | 4 | Juan ___, baseball superstar who signed a 15-year, $765 million contract with the New York Mets in December 2024 |
| 43% | ARIES | 5 | First fire sign in the zodiac |
| 43% | SCHOFIELD | 9 | Kendall Coyne ___, first woman to compete in the NHL All-Star skills competition |
| 43% | ELMO | 4 | He became the first puppet to testify before Congress in 2002 |
| 42% | OPEN | 4 | Make the first bid, in contract bridge |
| 42% | OREE | 4 | Willie who was the first black player in the NHL |
| 42% | YOSEMITESAM | 11 | He first appeared in the cartoon "Hare Trigger" |
| 42% | AQUARIUS | 8 | First astrological air sign in the calendar year |
| 42% | ORR | 3 | He was the first hockey player to have 100 assists in one season |
| 41% | HANSOLO | 7 | In the original cut of Star Wars, he shot first |
| 41% | BOXING | 6 | Sport featured in the movie Million Dollar Baby |
| 41% | MAJORS | 6 | Lee —, actor who starred in US television series The Six Million Dollar Man and The Fall Guy |
| 40% | LASORDA | 7 | He managed the U.S. to its first Olympic gold in baseball |
| 39% | MIGUELCABRERA | 13 | Detroit Tigers first baseman who signed a $248,000,000 contract in 2014: 2 wds. |
| 39% | MAJORS | 6 | Lee —, actor who played the title role in US television series The Six Million Dollar Man |
| 39% | ROME | 4 | First city to reach a population of one million people, in the second century B.C. |
| 39% | OBAMA | 5 | The first bill he signed into law was the Lilly Ledbetter Fair Pay Act |
| 38% | KAFKA | 5 | He wrote "A first sign of the beginning of understanding is the wish to die" |
| 38% | ARLISS | 6 | HBO title agent whose name includes dollar signs in the show's logo |
| 38% | ALBERTPUJOLS | 12 | Los Angeles Angels of Anaheim first baseman who signed a $254,000,000 contract in 2011: 2 wds. |
| 37% | BIGFOOT | 7 | Creature played by both Andre the Giant and Ted Cassidy in "The Six Million Dollar Man" |