| 100% | OTIS | 4 | 2011 Grammy-winning song by Jay-Z and Kanye West |
| 82% | OTIS | 4 | Song by Jay Z and Kanye West named for soul singer Redding |
| 72% | OTIS | 4 | Song by Jay-Z and Kanye West named for soul singer Redding |
| 67% | OTIS | 4 | 2011 hit by Kanye West and Jay Z |
| 67% | WATCHTHETHRONE | 14 | 2011 Kanye West and Jay Z album with the song "Otis": 3 wds. |
| 65% | OTIS | 4 | Grammy-winning 2011 Jay-Z / Kanye West song |
| 64% | OTIS | 4 | 2011 Jay-Z and Kanye West song that samples “Try a Little Tenderness” |
| 62% | JAIL | 4 | Song by Kanye featuring Jay-Z that won the Grammy Award for Best Rap Song in 2022 |
| 59% | OTIS | 4 | 2011 hit by Kanye West and Jay-Z, named after an R&B legend |
| 57% | OTIS | 4 | Jay-Z and Kanye West song that samples "Try a Little Tenderness" |
| 48% | POPSTYLE | 8 | Single off of 34-Across, featuring Kanye West and Jay Z: 2 wds. |
| 47% | HAM | 3 | First single from Jay-Z and Kanye West's album "Watch the Throne" (2011) |
| 45% | OTIS | 4 | Redding who sang posthumously with Kanye West and Jay-Z |
| 44% | MIND | 4 | "Empire State of ___," song by Jay-Z featuring Alicia Keys which was nominated for three Grammy Awards |
| 44% | WHERE | 5 | "___ Are U Now," song by Skrillex, Diplo and Justin Bieber which won a Grammy in 2016 |
| 42% | ONTHEROADAGAIN | 14 | Song by 30-Across/33-Across that won a Grammy Award for Best Country Song and was inducted into the Grammy Hall of Fame (4 wds.) |
| 42% | HURT | 4 | Original song by Nine Inch Nails that was covered by Johnny Cash in 2002 and won the Grammy for Best Short Form Music Video |
| 41% | AMA | 3 | "I ___ God," song by Kanye West: 2 wds. |
| 40% | OTIS | 4 | Kanye West/Jay-Z single inspired by a classic soul singer |
| 40% | NEEDYOUNOW | 10 | 2011 Grammy Song of the Year by Lady Antebellum: 3 wds. |
| 39% | BUTTERFLIES | 11 | Song by 34-Across that won the 2019 Grammy for Best Country Solo Performance |
| 39% | JEROME | 6 | Song by Lizzo which won the 2020 Grammy for Best Traditional R&B Performance |
| 38% | ALLEY | 5 | "___ Cat," instrumental song by Bent Fabric which won a Grammy in 1963 |
| 38% | INDUSTRYBABY | 12 | 2021 #1 song by Lil Nas X and 36-Across that was nominated for a Best Melodic Rap Performance Grammy Award and won three MTV Video Music Awards (2 wds.) |
| 38% | OTIS | 4 | 2011 Jay-Z/Kanye rap that samples a Redding song |
| 38% | RECORDOFTHEYEAR | 15 | Grammy award won by "Hello," "Get Lucky" and "Beat It" |
| 38% | SPACECOWBOY | 11 | Song by 34-Across that won the 2019 Grammy for Best Country Song (2 wds.) |
| 38% | RIVER | 5 | "Cry Me a ___," 2002 song by Justin Timberlake which won a Grammy Award |
| 38% | EMPIRE | 6 | "___ State of Mind," hit song by Jay Z featuring Alicia Keys which is dedicated to the titular nickname of New York city |
| 37% | XERS | 4 | Jay-Z and Dr. Dre, by birth |