| 100% | IGOR | 4 | 2019 album for which Tyler, the Creator won his first Grammy |
| 70% | IGOR | 4 | Album for which Tyler, the Creator won the Best Rap Album Grammy in 2020 |
| 63% | IGOR | 4 | Tyler, the Creator work that won the 2019 Grammy for Best Rap Album |
| 62% | IGOR | 4 | 2019 studio album by American rapper Tyler, the Creator which won a Grammy for the Best Rap Album in 2020 |
| 59% | NAS | 3 | Rapper who won his first Grammy for the 2020 album “King’s Disease” |
| 55% | IGOR | 4 | Tyler, the Creator release that won the 2020 Grammy for Best Rap Album |
| 53% | IGOR | 4 | Tyler, the Creator's 2019 Grammy-winning album |
| 50% | IGOR | 4 | Grammy-winning album for Tyler, the Creator |
| 49% | IGOR | 4 | Grammy-winning 2019 album by Tyler, the Creator |
| 47% | IGOR | 4 | 2019 #1 album for Tyler, the Creator |
| 47% | IGOR | 4 | 2019 Grammy-winning album from Tyler, the Creator |
| 47% | IGOR | 4 | Tyler, the Creator album that won Best Rap Album at the 2020 Grammy Awards |
| 46% | ELECTRICCOMPANY | 15 | Album for which 59-Across won a Grammy, 1972, with "The" |
| 45% | FOLKLORE | 8 | Album by Taylor Swift which won the Grammy for Album of the Year in 2021 |
| 45% | THEWARONDRUGS | 13 | Band which won the Grammy for Best Rock Album in 2018: 4 wds. |
| 44% | HER | 3 | Artist whose self-titled debut won the 2019 Grammy for Best R&B Album |
| 44% | IGOR | 4 | Tyler, the Creator's Grammy-winning album with the song "Earfquake" |
| 43% | FROMTHEFIRES | 12 | Greta Van Fleet album that won the Grammy Award for Best Rock Album in 2019 (3 wds.) |
| 43% | IGOR | 4 | Grammy-winning Tyler, the Creator album |
| 42% | HER | 3 | One-named artist whose self-titled album won the Grammy Award for Best R & B album in 2019 |
| 42% | REVENANT | 8 | DiCaprio won his first Oscar for this film, The __ |
| 42% | CARDI | 5 | ___ B, hip hop star who became the first female rapper to win a Grammy for Best Rap Album |
| 42% | IGOR | 4 | 2019 album from Tyler, the Creator |
| 41% | JOKER | 5 | 2019 movie for which Joaquin Phoenix won the Oscar |
| 41% | IGOR | 4 | 2019 Tyler, the Creator album |
| 41% | IGOR | 4 | Grammy-winning Tyler, the Creator album with the hit "Earfquake" |
| 41% | MONAE | 5 | 2019 Album of the Year Grammy nominee, for “Dirty Computer” |
| 41% | LOST | 4 | "Call Me If You Get ___," album by Tyler, the Creator that won the Grammy Award for Best Rap Album in 2022 |
| 40% | JOKER | 5 | 2019 role for which Joaquin Phoenix won the Best Actor Oscar |
| 40% | GARY | 4 | ___ Woodland, American golfer who won his first major championship, the U.S. Open in 2019 |