| 100% | DAVIDMADDEN | 11 | 2005 "Jeopardy!" contestant who is now #3 in regular-season winnings ($432,400): 2 wds. |
| 56% | JAMESHOLZHAUER | 14 | 2019 "Jeopardy!" contestant who nearly broke the record and is #2 in regular-season winnings ($2,462,216): 2 wds. |
| 45% | KENJENNINGS | 11 | 2004 "Jeopardy!" contestant who still holds the record for most money won in regular-season play ($2,520,700): 2 wds. |
| 41% | JOHNNYGILBERT | 13 | "Jeopardy!" announcer who was inducted into the Jeopardy! Hall of Fame in 2022: 2 wds. |
| 41% | MERVGRIFFIN | 11 | "Jeopardy!" creator who was inducted into the Jeopardy! Hall of Fame in 2022: 2 wds. |
| 41% | MELISSARYCROFT | 14 | "The Bachelor" contestant who was the winner of season 15 of "Dancing With The Stars": 2 wds. |
| 41% | AUBREYPLAZA | 11 | "Parks and Recreation" actress who was an NBC page in 2005: 2 wds. |
| 40% | KELLIEPICKLER | 13 | "American Idol" contestant who teamed with Derek Hough in winning "Dancing with the Stars": 2 wds. |
| 39% | DOUGFLUTIE | 10 | Quarterback who was a starter with the San Diego Chargers in 2005 at age 42: 2 wds. |
| 39% | SHERYLSWOOPES | 13 | Former Houston Comets player who was named the WNBA MVP in 2000, 2002, and 2005: 2 wds. |
| 38% | ALEXSMITH | 9 | Chiefs quarterback who was picked #1 overall by the San Francisco 49ers in the 2005 NFL draft: 2 wds. |
| 38% | JOSECANSECO | 11 | Retired ballplayer who was the first to hit 40 homers and steal 40 bases in the same season: 2 wds. |
| 37% | KENJENNINGS | 11 | "Jeopardy!" champion and host who was inducted into the Jeopardy! Hall of Fame in 2025: 2 wds. |
| 37% | DUSTINJOHNSON | 13 | Golfer who is in his 12th consecutive season with a PGA win (2 wds.) |
| 37% | WAYNEGRETZKY | 12 | Hockey legend who was the first since Bobby Orr to tally 100+ assists in a season, and did so 11 times: 2 wds. |
| 36% | RYANZIMMERMAN | 13 | Washington Nationals infielder who was the team's first ever draft pick in 2005 (2 wds.) |
| 36% | JONIMITCHELL | 12 | "Both Sides Now" singer who was MusiCares Person of the Year in 2022: 2 wds. |
| 36% | BRUCEWILLIS | 11 | Emmy-winning "Moonlighting" actor who was born in Germany: 2 wds. |
| 36% | JACKIESTILES | 12 | 2016 Women's Basketball Hall of Fame inductee who was the first Division I player to score over 1,000 points in a season: 2 wds. |
| 35% | CHRISPAUL | 9 | NBA star who was traded in 2011: 2 wds. |
| 35% | NICOLACOUGHLAN | 14 | Actress who was born in Galway, Ireland: 2 wds. |
| 35% | MIKENICHOLS | 11 | Oscar-winning "The Graduate" director who was born in Germany: 2 wds. |
| 34% | BILLCOSBY | 9 | Comedian who was awarded the Spingarn Medal in 1985: 2 wds. |
| 34% | SEANCONNERY | 11 | Scottish actor from "Goldfinger" who was knighted in 2000: 2 wds. |
| 34% | NARENDRAMODI | 12 | Current leader of India, who was reelected in 2019: 2 wds. |
| 34% | ALLIEQUIGLEY | 12 | Three-time WNBA All-Star who was the second-leading scorer for the Chicago Sky in 2021 season (2 wds.) |
| 34% | CONNORMCDAVID | 13 | Oilers captain who is the most recent NHL player to win the Art Ross Trophy (for most points in the regular season) twice: 2 wds. |
| 34% | IMMANUELKANT | 12 | A German philosopher who is considered a central figure in modern philosophy: 2 wds |
| 34% | AUDRAMCDONALD | 13 | Tony-winning "Porgy and Bess" actress who was born in Germany: 2 wds. |
| 34% | ADAMLAMBERT | 11 | "American Idol" contestant who started singing with Queen in 2011: 2 wds. |