| 100% | SUREBET | 7 | Wager that you're guaranteed to win: 2 wds. |
| 52% | SUREBET | 7 | Racehorse who's guaranteed to win, for example: 2 wds. |
| 51% | ISIT | 4 | "What ___ that you wanted to talk about?": 2 wds. |
| 44% | NAMEOF | 6 | "What's the ___ the book that you're reading?" (title): 2 wds. |
| 44% | GOODNEWS | 8 | Information you're glad to hear: 2 wds. |
| 42% | GOLDENSTATE | 11 | Team that beat Cleveland to win the 2015 NBA Finals: 2 wds. |
| 41% | ILET | 4 | "How could ___ you down?": 2 wds. (allow that to happen) |
| 41% | DANICAPATRICK | 13 | First woman to win an IndyCar event: 2 wds. |
| 41% | FOODCOMA | 8 | Feeling of being so full that you don't want to move: 2 wds. |
| 40% | POGOSTICK | 9 | Springy toy that you bounce on: 2 wds. |
| 40% | DRESSCODE | 9 | Set of rules that tells you what not to wear: 2 wds. |
| 40% | IBET | 4 | ___ you didn't know that (To wager, casually): 2 wds |
| 39% | TOPSEED | 7 | Athlete who is expected to win a tournament: 2 wds. |
| 39% | JOHNNYMANZIEL | 13 | First freshman to win the 15-Across, in 2012: 2 wds. |
| 39% | TIGERWOODS | 10 | First African-American to win golf's Masters Tournament: 2 wds. |
| 39% | TOPSEED | 7 | Person considered most likely to win a tennis tournament: 2 wds. |
| 38% | EYETEST | 7 | Examination where you're asked to read letters from a distance: 2 wds. |
| 38% | ALFONSOCUARON | 13 | First Mexican to win the Best Director Oscar (for "Gravity"): 2 wds. |
| 38% | HALLEBERRY | 10 | First Black woman to win the Oscar for Best Actress: 2 wds. |
| 38% | POOLTABLE | 9 | It has pockets that you can knock colored balls into: 2 wds. |
| 38% | HEREWITHME | 10 | 2019 hit song by 17-Down featuring Chvrches with the lyrics "You're saying the words that I want you to say / There's a pain in my heart and it won't go away" (3 wds.) |
| 38% | IBET | 4 | "You expect me to believe that?": 2 wds. |
| 38% | PENPAL | 6 | Friend you write letters to: 2 wds. |
| 38% | SIDNEYPOITIER | 13 | First black person to win the Academy Award for Best Actor: 2 wds. |
| 38% | JIMMIEJOHNSON | 13 | The only driver in NASCAR history to win five consecutive championships: 2 wds. |
| 38% | DWIGHTHOWARD | 12 | Tallest player to win the NBA Slam Dunk Contest, in 2008: 2 wds. |
| 38% | THEFIGHTER | 10 | 2010 Mark Wahlberg film that you might watch on Boxing Day?: 2 wds. |
| 38% | CINDERELLAMAN | 13 | 2005 Russell Crowe film that you might watch on Boxing Day?: 2 wds. |
| 38% | SEETO | 5 | "I'll ___ it that you never work in this town again!": 2 wds. |
| 38% | POBOX | 5 | Rented mail receptacle that FedEx won't deliver to: 2 wds. |