| 100% | UNAPOLOGETIC | 12 | Seventh studio album by Rihanna, that won her a Grammy in 2014 and had global hits like "Diamonds" and "Stay" |
| 45% | WEFOUNDLOVE | 11 | Single from Rihanna's 6th studio album, a collaboration with DJ Calvin Harris, that won her a Grammy and was featured in "Sherlock" : 3 wds. |
| 40% | PARK | 4 | "Same Trailer, Different ___," country album by Kacey Musgraves that won a Grammy Award in 2014 |
| 36% | PLATINUM | 8 | County album by Miranda Lambert that won a Grammy Award in 2015 |
| 36% | BLANKSPACE | 10 | Second single from Taylor Swift's fifth album, that received three Grammy nominations, and had a part in the lyrics misheard by many: 2 wds. |
| 36% | OWN | 3 | "___ the Night," country album by Lady Antebellum that won a Grammy Award in 2012 |
| 36% | ENSENADA | 8 | "The Road to ___," country album by Lyle Lovett that won a Grammy Award in 1997 |
| 35% | ROOM | 4 | "From A ___: Volume 1" country album by Chris Stapleton that won a Grammy Award in 2018 |
| 35% | TAKINGTHE | 9 | "___ Long Way," country album by The Chicks that won a Grammy Award in 2007: 2 wds. |
| 35% | SENORITA | 8 | Hit song by Shawn Mendes and Camila Cabello that was nominated for a Grammy in 2020 |
| 34% | HOLYGRAIL | 9 | Hit single from Jay-Z's 12th album, featuring vocals from Justin Timberlake, which won a Grammy in 2014: 2 wds. |
| 34% | AINTITFUN | 9 | Hit single by Paramore that won a Grammy Award for Best Rock Song in 2015 (3 wds.) |
| 34% | YOU | 3 | "Someone like ___," hit song by Adele that won the Grammy for Best Pop Solo Performance in 2012 |
| 34% | ONLY | 4 | "If ___ My Heart Had a Voice," twenty-fifth studio album by Kenny Rogers that released in 1993 |
| 33% | ONTHE | 5 | "Love ___ Brain," a hit song by Rihanna from her latest studio album, Anti: 2 wds |
| 33% | IGOR | 4 | 2019 studio album by American rapper Tyler, the Creator which won a Grammy for the Best Rap Album in 2020 |
| 33% | DREAM | 5 | "Teenage ___," third studio album by Katy Perry that was nominated for a Grammy for Album of the Year in 2011 |
| 33% | THRILLER | 8 | Album by Michael Jackson and Quincy Jones that won the Grammy for Album of the Year in 1984 |
| 33% | ROAR | 4 | Hit song by Katy Perry that was nominated for a Grammy for Song of the Year in 2014 |
| 33% | ASLEEP | 6 | "When We All Fall ___, Where Do We Go?," studio album by Billie Eilish that won the Grammy Award for Album of the Year in 2020 |
| 32% | BLACK | 5 | "___ Balloon," hit song by the Goo Goo Dolls from their album "Dizzy Up the Girl" that was nominated for a Grammy in 2000 |
| 32% | YOU | 3 | "I Will Remember ___," song by Canadian singer Sarah McLachlan that won her a Grammy Award |
| 32% | BEAT | 4 | "___ It," a hit single from Michael Jackson's album in 16a that won a Grammy for "Record of the Year" |
| 31% | TALKTHATTALK | 12 | Single from Rihanna's 6th studio album, a collaboration with Jay-Z, that got her a 2013 Grammy nomination : 3 wds. |
| 31% | COME | 4 | "The Best is Yet to ___," album by Ella Fitzgerald that won her the Grammy for Best Jazz Vocal Performance in 1984 |
| 31% | THESOULCAGES | 12 | Sting hit from their third studio album which won them a Grammy Award for Best Rock Song in 1992: 3 wds. |
| 31% | RAINBOWS | 8 | "In ___," the seventh studio album (anniversary tomorrow) by Radiohead, that was released as a "pay-what-you-want download" |
| 31% | DIDNT | 5 | "___ We Almost Have It All," number-one hit by Whitney Houston that received a Grammy nomination for Song of the Year in 1988 |
| 31% | LETSMAKELOVE | 12 | Duet by Faith Hill and Tim McGraw, released in 2000, that won the couple a Grammy for Best Country Collaboration with Vocals: 3 wds. |
| 30% | IFEELFORYOU | 11 | Grammy-winning song written by Prince that was a #1 hit for Chaka Khan in 1984 (4 wds.) |