| 100% | YOYOMA | 6 | Cello player with 18 Grammy Awards (2 wds.) |
| 54% | SARABAREILLES | 13 | "Love Song" singer/pianist who performed a duet with 18-Across at the Grammy Awards in 2014 (2 wds.) |
| 51% | ERIC | 4 | Guitar great Clapton with 18 Grammy Awards |
| 51% | PAULMCCARTNEY | 13 | 15-Across and 31-Across singer/songwriter with 18 Grammy Awards, an Academy Award, and two inductions into the Rock and Roll Hall of Fame who turns 80 years old this week (2 wds.) |
| 48% | BILLIEEILISH | 12 | Grammy Award-winning singer with the new album "Happier Than Ever" (2 wds.) |
| 48% | GEORGSOLTI | 10 | Hungarian-British artist who holds the record for the most Grammy Awards won in a lifetime, with 31: 2 wds. |
| 46% | LILWAYNE | 8 | "Lollipop" rapper who's won five Grammy Awards: 2 wds. |
| 46% | STEVIEWONDER | 12 | American singer with 25 Grammy Awards famous for his song "You Are the Sunshine of My Life": 2 wds. |
| 46% | DOUBLEFANTASY | 13 | 42-Across album that received a Grammy Award: 2 wds. |
| 42% | TRUTHHURTS | 10 | 1-Across hit that won Best Pop Solo Performance at the 2020 Grammy Awards: 2 wds. |
| 42% | ALISONKRAUSS | 12 | "Raising Sand" singer who won five Grammy Awards in 2009: 2 wds. |
| 42% | ALICIAKEYS | 10 | Singer/songwriter/pianist with 15 Grammy Awards who turned 40 years old yesterday (2 wds.) |
| 42% | AMYWINEHOUSE | 12 | "Back to Black" singer who won five Grammy Awards in 2008: 2 wds. |
| 42% | CARLOSSANTANA | 13 | Latin Grammy award winner who teaches a MasterClass course on guitar: 2 wds. |
| 42% | MARGARETCOURT | 13 | Grand Slam-winning female tennis player with an appropriate last name: 2 wds. |
| 41% | ANGELALANSBURY | 14 | "Murder, She Wrote" actress with 18 Emmy nominations, but no wins: 2 wds. |
| 41% | KELSEYGRAMMER | 13 | Actor who played Dr. Frasier Crane in "Frasier" and "Cheers", and hosted the 1998 Grammy Awards: 2 wds. |
| 41% | DEADPOETS | 9 | With 18-Across, 1989 Peter Weir film starring Robin Williams as an English teacher: 2 wds. |
| 41% | MORNINGPHASE | 12 | Beck album that won the 2015 Grammy Award for Best Rock Album: 2 wds. |
| 41% | THERESISTANCE | 13 | Muse album that won the 2011 Grammy Award for Best Rock Album: 2 wds. |
| 40% | WASTINGLIGHT | 12 | Foo Fighters album that won the 2012 Grammy Award for Best Rock Album: 2 wds. |
| 40% | JOHNDENVER | 10 | Singer of "Take Me Home, Country Roads", who hosted 5 Grammy Award ceremonies: 2 wds. |
| 40% | TEDWILLIAMS | 11 | Baseball player with the record for the highest on-base percentage, at .482: 2 wds. |
| 40% | NINASIMONE | 10 | Blues singer honored with a Grammy Lifetime Achievement Award (2 wds.) |
| 40% | SHIRLEYCAESAR | 13 | Gospel singer honored with a Grammy Lifetime Achievement Award (2 wds.) |
| 40% | AHMADJAMAL | 10 | Jazz pianist honored with a Grammy Lifetime Achievement Award (2 wds.) |
| 40% | ADELEADKINS | 11 | British singer whose third studio album fetched her the Album of the Year in the 2017 Grammy Awards : 2 wds. |
| 40% | THETIDE | 7 | With 18-Across, Blondie #1 hit with the lyric "I'm gonna be your number one": 2 wds. |
| 40% | TAKINGTHE | 9 | "___ Long Way," country album by The Chicks that won a Grammy Award in 2007: 2 wds. |
| 40% | STAYHIGH | 8 | Brittany Howard song that won the Grammy Award for Best Rock Song in 2021: 2 wds. |