| 100% | ALRIGHT | 7 | Kendrick Lamar single that won Best Rap Song at the 2016 Grammys |
| 72% | TOPIMPA | 7 | With 48-Across, Kendrick Lamar album that won Best Rap Album at the 2016 Grammys: 3 wds. |
| 52% | SPACECOWBOY | 11 | Single from the album "Golden Hour" that won Best Country Song at the 2019 Grammys: 2 wds. |
| 48% | IGOR | 4 | Tyler, the Creator album that won Best Rap Album at the 2020 Grammys |
| 41% | BUTTERFLIES | 11 | Single from the album "Golden Hour" that won Best Country Solo Performance at the 2019 Grammys |
| 40% | BROKENHALOS | 11 | Chris Stapleton single that won the 2018 Grammy for Best Country Song: 2 wds. |
| 40% | HUMBLEANDKIND | 13 | Tim McGraw single that won the 2017 Grammy for Best Country Song: 3 wds. |
| 40% | SPACECOWBOY | 11 | Kacey Musgraves single that won the 2019 Grammy for Best Country Song: 2 wds. |
| 40% | IGOR | 4 | Tyler, the Creator album that won Best Rap Album at the 2020 Grammy Awards |
| 40% | KISSMEMORE | 10 | 50-Across and SZA hit single that won Best Pop Duo/Group Performance at the 2022 Grammy Awards (3 wds.) |
| 39% | BLACKER | 7 | “The ___ the Berry” (song that opened Kendrick Lamar’s performance at the 2016 Grammys) |
| 38% | LAMAR | 5 | Kendrick ___, rapper who won the Grammy Award for Best Rap Song in 2016 for "Alright" |
| 36% | DAMN | 4 | Kendrick Lamar album that won the Pulitzer Prize for Music |
| 36% | ROMA | 4 | Movie that won Best Director at the 2019 Oscars |
| 35% | DONTWANNAFIGHT | 14 | Alabama Shakes song that won the Grammy Award for Best Rock Song in 2016: 3 wds. |
| 34% | FLY | 3 | "Learning to ___," Pink Floyd song that won Best Concept Video at the MTV Video Music Awards |
| 34% | AMOUR | 5 | Movie in French that won Best Foreign Language Film at the 2013 Oscars |
| 34% | DAMN | 4 | 2017 Kendrick Lamar album that won the Pulitzer Prize for Music |
| 33% | IRREPLACEABLE | 13 | Beyoncé hit song that won the Soul Train Music Award for Best R&B/Soul Single in 2007 |
| 33% | TRUTHHURTS | 10 | 1-Across hit that won Best Pop Solo Performance at the 2020 Grammy Awards: 2 wds. |
| 33% | HELLO | 5 | Adele hit that won Grammys for Song and Record of the Year |
| 32% | BAD | 3 | With 35-Across, Taylor Swift hit that won the 2016 Best Music Video Grammy |
| 32% | SEAT | 4 | "A ___ at the Table" (Solange album that Pitchfork named the best album of 2016) |
| 31% | BADBLOOD | 8 | Taylor Swift/Kendrick Lamar song that won the 2015 MTV VMA for Video of the Year: 2 wds. |
| 31% | ALWAYSONMYMIND | 14 | 28-/40-Across hit that won the Grammy for Best Country Song in 1983: 4 wds. |
| 31% | ONTHEROADAGAIN | 14 | 28-/40-Across hit that won the Grammy for Best Country Song in 1981: 4 wds. |
| 31% | GLADIATOR | 9 | Russell Crowe film that won Best Picture at the 73rd Academy Awards and was the second-highest grossing film of 2000 |
| 31% | COLDWATER | 9 | 2016 Major Lazer song that peaked at #2 on the Billboard Hot 100: 2 wds. |
| 31% | YOU | 3 | "Fix ___," Coldplay song that peaked at No. 4 on the UK Singles Chart |
| 30% | USA | 3 | Country that won 121 medals at the 2016 Olympics: Abbr. |