| 100% | CROW | 4 | Sheryl ___, Grammy-winning musician who received critical acclaim at the age of 32 with her single "All I Wanna Do" |
| 54% | JAMES | 5 | ___ Murphy, musician who received critical acclaim at the age of 35 with LCD Soundsystem's single "Losing My Edge" |
| 51% | COHEN | 5 | Leonard ___, musician who received critical acclaim at the age of 33, following his debut album with Columbia Records |
| 47% | SUSAN | 5 | ___ Boyle, Grammy-nominated musician who received critical acclaim at the age of 48 on the TV show "Britain's Got Talent" |
| 40% | HARRY | 5 | Debbie ___, lead singer of "Blondie" who received critical acclaim at the age of 33 with the band's album "Parallel Lines" |
| 33% | SHERYLCROW | 10 | "All I Wanna Do" singer who won the Best New Artist and Record of the Year Grammys in 1995: 2 wds. |
| 29% | LEAVETHE | 8 | With 32-Across, Silk Sonic single that won the 2022 Grammy for Song of the Year: 2 wds. |
| 29% | MEG | 3 | Musician White of the White Stripes who won multiple Grammy Awards with her band |
| 28% | SAM | 3 | ___ Smith, "Stay With Me" singer who was 22 when they won the 2015 Grammy for Record of the Year |
| 28% | BETTYWHITE | 10 | "The Proposal" actress who won a Grammy for the spoken word recording of her book "If You Ask Me": 2 wds. |
| 28% | SAMSMITH | 8 | "Stay With Me" singer who was a first-time Grammy nominee for Record of the Year (and won): 2 wds. |
| 27% | MILEY | 5 | With 32-Across, singer-songwriter who exclaimed "I just won my first Grammy!" during her performance of "Flowers" at the 2024 Grammy Awards |
| 27% | CHER | 4 | She had a #1 hit at the age of 52 with "Believe" |
| 26% | JODIEFOSTER | 11 | Actress who won her second Oscar, for 1991's "The Silence of the Lambs," at age 29: 2 wds. |
| 26% | SHERYLCROW | 10 | "All I Wanna Do" singer who performed the theme to "Tomorrow Never Dies": 2 wds. |
| 25% | CROW | 4 | Sheryl who sings "All I Wanna Do" |
| 25% | NORAH | 5 | With 32-Across, "Come Away With Me" singer who won five Grammy Awards in 2003 |
| 25% | BETTY | 5 | With 33-Across, "The Golden Girls" star who won a Spoken Word Grammy for "If You Ask Me (And of Course You Won't)" |
| 25% | VIOLADAVIS | 10 | Actress who completed her EGOT with a Grammy for the audiobook "Finding Me" |
| 25% | BOYD | 4 | Jimmy who had a No. 1 hit at the age of 13 with "I Saw Mommy Kissing Santa Claus" |
| 25% | NORAH | 5 | With 22-Down, "Come Away with Me" singer who won the 2002 Best New Artist Grammy Award |
| 25% | SIDNEY | 6 | With 32-Across, Penguins center who won the Conn Smythe Trophy as MVP of the NHL playoffs |
| 25% | VANDERWAAL | 10 | Grace ___, singer who won the eleventh season of "America's Got Talent" at age 12 |
| 25% | DJKHALED | 8 | Singer with the 2010 3x platinum single "All I Do Is Win" [10,11] |
| 24% | STEVIE | 6 | With 31-Across, "Sir Duke" singer who won the 1977 Grammy for Producer of the Year, Non-Classical |
| 24% | TONIMORRISON | 12 | Author who received the Nobel Prize in Literature on the basis of her first six novels, all featured in this puzzle |
| 24% | SHERYLCROW | 10 | "All I Wanna Do" singer who collaborated with Kid Rock on his biggest pop hit, "Picture," in 2002: 2 wds. |
| 24% | AMY | 3 | ___ Winehouse, "Rehab" singer who was 24 when she won the 2008 Grammy for Record of the Year |
| 24% | SAMSMITH | 8 | Grammy-winning singer of "Stay with Me," 15-Across, 20-Across, and 37-Across and the 2017 album "The Thrill of It All" (2 wds.) |
| 24% | CROW | 4 | Sheryl ___, "All I Wanna Do" singer who worked as a music teacher |