| 100% | BOBBYALLISON | 12 | Three-time Daytona 500 winner between 1978 and 1988: 2 wds. |
| 66% | CALEYARBOROUGH | 14 | Four-time Daytona 500 winner between 1968 and 1984: 2 wds. |
| 66% | RICHARDPETTY | 12 | Seven-time Daytona 500 winner between 1964 and 1981: 2 wds. |
| 48% | BOBBYALLISON | 12 | Three-time Daytona 500 winner who was named one of NASCAR's 50 Greatest Drivers (2 wds.) |
| 44% | DALEEARNHARDT | 13 | Father and son who collectively won the Daytona 500 three times (2 wds.) |
| 41% | RICHARDPETTY | 12 | Seven-time Daytona 500 winner who was named one of NASCAR's 50 Greatest Drivers (2 wds.) |
| 41% | CALEYARBOROUGH | 14 | Four-time Daytona 500 winner who was named one of NASCAR's 50 Greatest Drivers (2 wds.) |
| 35% | AFEW | 4 | Between three and five, perhaps (2 wds.) |
| 34% | CALEYARBOROUGH | 14 | Four-time Daytona 500 winner |
| 34% | ALEXOVECHKIN | 12 | Three-time Hart Memorial Trophy winner: 2 wds. |
| 33% | CALE | 4 | Four-time Daytona 500 winner Yarborough |
| 33% | VENUSWILLIAMS | 13 | Woman who won Wimbledon five times between 2000 and 2008: 2 wds. |
| 33% | MARIOANDRETTI | 13 | 1969 Indianapolis 500 winner with a line of wines: 2 wds. |
| 32% | VERYGOOD | 8 | Between "fine" and "excellent": 2 wds. |
| 31% | MICHAELJORDAN | 13 | Former Chicago Bulls player who won the NBA Slam Dunk Contest in 1987 and 1988: 2 wds. |
| 31% | BRIANBOITANO | 12 | He won four US Figure Skating Championships gold medals between 1985 and 1988: 2 wds. |
| 31% | AARONJUDGE | 10 | Three-time Silver Slugger Award winner whose surname suggests a courtroom (2 wds.) |
| 31% | TONYESPOSITO | 12 | Chicago Black Hawks goalie who won the Vezina Trophy three times: 2 wds. |
| 31% | REDSEA | 6 | Water inlet between Africa and Asia: 2 wds. |
| 31% | THISWEEK | 8 | Happening sometime between Sunday and Saturday: 2 wds. |
| 31% | GENX | 4 | People born between Boomers and Millennials: 2 wds. |
| 31% | SAMSNEAD | 8 | Three-time Masters winner who wrote the memoir "Golf Begins at Forty" (2 wds.) |
| 31% | DENNYHAMLIN | 11 | Racecar driver who won the Daytona 500 in 2016 and 2019 (2 wds.) |
| 31% | GRAMMYAWARD | 11 | Prize that 17-Across won three times for her spoken-word albums: 2 wds. |
| 31% | ROSIEODONNELL | 13 | Former panelist on "The View" who hosted the Tony Awards three times: 2 wds. |
| 30% | GREGLOUGANIS | 12 | Openly gay diver who won gold medals in the 1984 and 1988 Olympics: 2 wds. |
| 30% | NATEROBINSON | 12 | Only player to win the NBA Slam Dunk Contest three times, in 2006, 2009, and 2010: 2 wds. |
| 30% | CELTICTHUNDER | 13 | Irish vocal group that won Billboard's Top World Album Artist award three times: 2 wds. |
| 30% | FRANKSINATRA | 12 | One of two singers to win 33-Across three times as a solo artist: 2 wds. |
| 30% | STEVIEWONDER | 12 | One of two singers to win 33-Across three times as a solo artist: 2 wds. |