| 100% | KEN | 3 | Jennings who won 74 times in a row on "Jeopardy!" |
| 70% | KEN | 3 | Jennings who won 74 "Jeopardy!" games in a row |
| 53% | KEN | 3 | Jennings who won 74 straight "Jeopardy!" games in 2004 |
| 51% | CHO | 3 | Comedian Margaret who won a game on "Celebrity Jeopardy!" in 2025 |
| 44% | KEN | 3 | "Jeopardy!" whiz Jennings who appeared on "Who Wants to Be a Millionaire" in 2014 |
| 43% | KEN | 3 | Jennings who was a team captain in the Jeopardy! All-Star Games |
| 41% | SPADER | 6 | James who won an Emmy two years in a row for the same role on different shows |
| 41% | PITT | 4 | Brad ___ who won an Academy Award for "Once Upon a Time in Hollywood" |
| 40% | KEN | 3 | Jennings who's a guest host on "Jeopardy!" |
| 40% | KEN | 3 | Jennings who won the "Jeopardy! The Greatest of All Time" tournament last month |
| 39% | CHA | 3 | Syllable often said three times in a row |
| 39% | NAG | 3 | Verb often said three times in a row |
| 39% | ETC | 3 | Abbr. sometimes written three times in a row |
| 39% | PITT | 4 | Actor who won an Oscar for his supporting role in 2019’s “Once Upon a Time ... in Hollywood” |
| 38% | BINGOS | 6 | Cries from players who get five in a row on a game card |
| 38% | LETITSNOW | 9 | Phrase sung three times in a row in a holiday song |
| 38% | ILOVEYOU | 8 | Lyric sung three times in a row in the Beatles' "Michelle" |
| 37% | NORMMACDONALD | 13 | "SNL" actor and comedian who won $500,000 for charity on "Who Wants to Be a Millionaire" in 2000: 2 wds. |
| 37% | INGRIDBERGMAN | 13 | Actress who won a Best Supporting Actress Oscar for her 14-minute performance in "Murder on the Orient Express" (2 wds.) |
| 37% | ROSIEODONNELL | 13 | "The Flintstones" actress and comedian who won $500,000 for charity on "Who Wants to Be a Millionaire" in 2000: 2 wds. |
| 36% | YES | 3 | What Meg Ryan said 15 times in a row in "When Harry Met Sally..." |
| 36% | QUITSCOLDTURKEY | 15 | Suddenly stops eating Thanksgiving leftovers? (ending with one under, three times in a row) |
| 36% | LAUREN | 6 | With 33-Across, "Good Girls" actress and comedian who won $500,000 for charity on "Who Wants to Be a Millionaire" in 2020 |
| 36% | SHERYLLEERALPH | 14 | "Moesha" actress who won an Emmy for Outstanding Supporting Actress in a Comedy Series for playing Barbara Howard on "Abbott Elementary" (3 wds.) |
| 36% | BRAD | 4 | ___ Pitt, actor who won an award for the Best Supporting Actor for "Once Upon a Time in Hollywood" at the 92nd Academy Awards |
| 36% | YES | 3 | Word cried 15 times in a row by Meg Ryan in "When Harry Met Sally ..." |
| 35% | DIRAC | 5 | Paul who won a Nobel in Physics |
| 35% | ERNEST | 6 | Hemingway who won a Nobel in Literature |
| 35% | IKE | 3 | Actor Barinholtz who won "Celebrity Jeopardy!" in 2023 |
| 35% | IKE | 3 | Actor Barinholtz who won "Celebrity Jeopardy!" in February |