| 100% | HARLANHOWARD | 12 | Songwriter in the Nashville Songwriters, Country Music, and Songwriters Halls of Fame who wrote the songs on 40-Across's 2023 album (2 wds.) |
| 52% | EMMYLOUHARRIS | 13 | Country Music Hall of Fame singer who collaborated with 28-Across and 43-Across on the Grammy-winning 1987 album "Trio" (2 wds.) |
| 50% | SNOOPDOGG | 9 | "Gin and Juice" rapper who was inducted into the Songwriters Hall of Fame in 2023: 2 wds. |
| 50% | GLORIAESTEFAN | 13 | "Get On Your Feet" singer who was inducted into the Songwriters Hall of Fame in 2023: 2 wds. |
| 46% | JEFFLYNNE | 9 | "Evil Woman" singer who was inducted into the Songwriters Hall of Fame in 2023: 2 wds. |
| 45% | LORETTALYNN | 11 | "Coal Miner's Daughter" singer who was inducted into the Country Music Hall of Fame in 1988: 2 wds. |
| 44% | DOLLYPARTON | 11 | Country Music Hall of Fame singer who collaborated with 15-Across and 43-Across on "Trio" (2 wds.) |
| 44% | DOLLYPARTON | 11 | "Jolene" singer who was inducted into the Country Music Hall of Fame in 1999: 2 wds. |
| 43% | ANDRAECROUCH | 12 | "Soon and Very Soon" singer who was inducted into the Gospel Music Hall of Fame in 1998: 2 wds. |
| 43% | SMOKEYROBINSON | 14 | 42-Across singer/songwriter who was inducted into the Rock and Roll Hall of Fame in 1987 (2 wds.) |
| 43% | BURTONCUMMINGS | 14 | Singer-songwriter in the Canadian Music Hall of Fame who won the 1979 Album of the Year Juno Award for "Dream of a Child" (2 wds.) |
| 43% | LEONARDCOHEN | 12 | Singer-songwriter in the Canadian Music Hall of Fame who won the 2017 Album of the Year Juno Award for "You Want It Darker" (2 wds.) |
| 43% | DAVIDGILMOUR | 12 | "On an Island" guitarist and singer who was inducted into the Rock and Roll Hall of Fame in 1996: 2 wds. |
| 42% | MISSYELLIOTT | 12 | 14-Across and 29-Across rapper in the Songwriters Hall of Fame who turns 50 years old this week (2 wds.) |
| 42% | TAMMYWYNETTE | 12 | "D-I-V-O-R-C-E" singer who was inducted into the Country Music Hall of Fame in 1998: 2 wds. |
| 42% | TERRELLOWENS | 12 | Hall of Fame wide receiver who competed on "Dancing With the Stars" in 2017: 2 wds. |
| 42% | DOLLYPARTON | 11 | Country Music Hall of Fame singer who covers "Every Breath You Take" with Sting and "Open Arms" with Steve Perry on 48-Across (2 wds.) |
| 42% | CONWAYTWITTY | 12 | Country Music Hall of Fame singer who shared four consecutive CMA Awards for Vocal Duo of the Year with 28-Across in the 1970s (2 wds.) |
| 41% | JAMESTAYLOR | 11 | 18-Across singer-songwriter in the Rock & Roll Hall of Fame who turned 75 in 2023 (2 wds.) |
| 41% | DAVIDROBINSON | 13 | Hall of Fame Spurs center who played on both the 1992 and 1996 US "Dream Team": 2 wds. |
| 41% | JONIMITCHELL | 12 | Singer-songwriter in the Canadian Music Hall of Fame who won the 2001 Vocal Jazz Album of the Year Juno Award for "Both Sides Now" (2 wds.) |
| 41% | ALICEPAUL | 9 | Suffragist and National Woman's Party leader who was inducted into the National Women's Hall of Fame in 1979: 2 wds. |
| 41% | TRACYCHAPMAN | 12 | "Fast Car" songwriter who won Song of the Year at the 2023 Country Music Association Awards (2 wds.) |
| 41% | STEVEMILLER | 11 | "Fly Like an Eagle" singer who was voted into the Songwriters Hall of Fame in 2020: 2 wds. |
| 41% | TOMWAITS | 8 | 2011 Rock and Roll Hall of Fame inductee who wrote the Rod Stewart hit "Downtown Train": 2 wds. |
| 41% | STEPHENSTILLS | 13 | American singer and songwriter who is the first artist to be inducted twice on the same night into the Rock and Roll Hall of Fame: 2 wds. |
| 41% | LORETTALYNN | 11 | Country Music Hall of Fame singer-songwriter who passed away in 2022 (2 wds.) |
| 41% | ERICCLAPTON | 11 | "Layla" guitarist and singer who was inducted into the Rock and Roll Hall of Fame in 2000: 2 wds. |
| 40% | MICHAELJORDAN | 13 | Former Chicago Bull in the Basketball Hall of Fame who was on the 1992 Olympic "Dream Team" and the NBA's 50th Anniversary All-Time Team (2 wds.) |
| 40% | ANNIELENNOX | 11 | "Sweet Dreams (Are Made of This)" singer who was voted into the Songwriters Hall of Fame in 2020: 2 wds. |