| 100% | MADEARUN | 8 | Attempted to win, with "for" |
| 74% | RAN | 3 | Tried to win, with "for" |
| 74% | VIE | 3 | Try to win, with "for" |
| 74% | VIES | 4 | Tries to win, with "for" |
| 74% | SETATRAP | 8 | Attempt to ensnare, with "for" |
| 66% | GRANDSTANDPLAY | 14 | Attempt to win approval |
| 66% | WOO | 3 | Attempt to win over |
| 65% | BIDON | 5 | Attempt to win at auction |
| 65% | WOO | 3 | Attempt to win over, romantically |
| 65% | WOO | 3 | Attempt to win over someone |
| 61% | WOO | 3 | Attempt to romantically win over |
| 60% | CHATS | 5 | Attempts to befriend, with "up" |
| 60% | STAB | 4 | Attempt to wound with knife |
| 60% | WOO | 3 | Attempt to win someone's heart by serenading them, maybe |
| 58% | TRY | 3 | Attempt to make the team, with "out" |
| 56% | CLOSEUP | 7 | Fail to win trophy outside with photograph |
| 56% | WOO | 3 | Try to win over with flowers, say |
| 56% | WOO | 3 | Try to win, as for romance |
| 56% | 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 |
| 54% | WOO | 3 | Try to win over with wine and flowers, say |
| 54% | WOO | 3 | Try to win somebody's heart with gifts, say |
| 54% | GODFATHER | 9 | First sequel to win an Oscar for Best Picture |
| 54% | NINERS | 6 | First team to win five Super Bowls, for short |
| 53% | JANNINGS | 8 | Emil __, first man to win an Oscar for Best Actor |
| 53% | THESOPRANOS | 11 | First cable series to win an Emmy for Outstanding Drama |
| 53% | EMINEM | 6 | First rapper to win an Oscar for Best Original Song |
| 53% | SHREK | 5 | First film to win an Oscar for Best Animated Feature |
| 53% | ANG | 3 | ___ Lee, first Asian to win the Oscar for Best Director |
| 53% | HALLEBERRY | 10 | First African-American to win the Oscar for Best Actress |
| 53% | EBERT | 5 | Roger ___, first film critic to win a Pulitzer for criticism |