| 100% | BESTBET | 7 | Option with the greatest likelihood of success: 2 wds. |
| 47% | DERRICKTHOMAS | 13 | NFL pass rusher who played his entire career with the Kansas City Chiefs and is considered one of the greatest of all time: 2 wds. |
| 45% | MICHAELCOOPER | 13 | One of the greatest players of the LA Lakers who won five NBA Championships and eight All-Defensive Teams with the team: 2 wds. |
| 45% | MICHAELJORDAN | 13 | Basketball superstar often called the greatest of all time: 2 wds. |
| 45% | BUSTERKEATON | 12 | Silent film star with the nickname "the Great Stone Face": 2 wds. |
| 44% | GREENDAY | 8 | Rock trio with the 2004 single "Boulevard of Broken Dreams": 2 wds. |
| 43% | GLORIAESTEFAN | 13 | Cuban-American singer with the 1991 #1 hit "Coming Out of the Dark": 2 wds. |
| 43% | EASE | 4 | With the greatest of ___ |
| 43% | ROLL | 4 | With 2-Down, the name of one of Led Zeppelin's greatest hits, "___ & ___" |
| 42% | EASE | 4 | With the greatest of ___ (smoothly) |
| 42% | EASE | 4 | With the greatest of ___ (effortlessly) |
| 42% | EASE | 4 | " ... with the greatest of ___" |
| 42% | EASE | 4 | "... with the greatest of ___" |
| 42% | ERINANDREWS | 11 | Cohost of "Dancing With the Stars": 2 wds. |
| 42% | TOMBERGERON | 11 | Host of "Dancing With the Stars": 2 wds. |
| 42% | JIMTHORPE | 9 | The Greatest Athlete of the 20th Century, according to an ABC Wide World of Sports poll in 2001: 2 wds. |
| 41% | BUDGRANT | 8 | NFL coach whose long stint with the Vikings was the most successful period of their history: 2 wds. |
| 41% | TREVORHOFFMAN | 13 | Relief pitcher with the Marlins, Padres, and Brewers, inducted into the Hall of Fame in 2018: 2 wds. |
| 41% | BRUCESUTTER | 11 | Relief pitcher with the Cubs, Cardinals, and Braves, inducted into the Hall of Fame in 2006: 2 wds. |
| 41% | SEARCHPARTY | 11 | HBO Max series that opened with the main characters investigating the disappearance of a college friend: 2 wds. |
| 41% | CHRISTMASCAROL | 14 | "A ___," novella by Charles Dickens that deals with the story of Ebenezer Scrooge, an elderly miser: 2 wds. |
| 41% | EASE | 4 | With the greatest of ___ (with no difficulty) |
| 41% | EASE | 4 | With the greatest of ___ (without any trouble) |
| 41% | PETERCETERA | 11 | Singer with the 1986 #1 song “Glory of Love”: 2 wds. |
| 41% | JIMBOEHEIM | 10 | College basketball coach who has won 946 games with the Syracuse Orange as of 3/20/19: 2 wds. |
| 40% | REYMYSTERIO | 11 | WWE wrestler whose real name is Oscar Gutierrez and regarded as the greatest cruiserweight wrestler of all time: 2 wds. |
| 40% | PHILCOLLINS | 11 | Singer with the 1988 #1 song “Groovy Kind of Love”: 2 wds. |
| 40% | BRYANADAMS | 10 | Singer with the 1985 top 10 hit "Summer of '69": 2 wds. |
| 40% | SPACEAGE | 8 | Technologically advanced period that began with the launch of Sputnik: 2 wds. |
| 40% | TINKERTAILOR | 12 | "___ Soldier, Spy," a 2011 spy film starring Tom Hardy along with the likes of Benedict Cumberbatch and Colin Firth: 2 wds. |