| 100% | CENT | 4 | 50 ___ (rapper who won a Grammy with Eminem and Dr. Dre for 2009's "Crack a Bottle") |
| 44% | STAN | 4 | With 50-Across, saxophonist who won a Grammy for "The Girl From Ipanema" |
| 44% | CRACKABOTTLE | 12 | Grammy-winning 2009 #1 hit by Eminem, Dr. Dre, and 50 Cent: 3 wds. |
| 42% | MYA | 3 | One-named singer who won a Grammy Award with Pink, Lil' Kim, and Christina Aguilera for "Lady Marmalade" |
| 41% | NAS | 3 | Rapper who won a 2021 Grammy for his album "King's Disease" |
| 37% | CARLY | 5 | Singer/songwriter Simon who won a Grammy and an Oscar for "Let the River Run" |
| 36% | NATALIE | 7 | With 38-Across, actress who won a Golden Globe, SAG Award, and Oscar for "Black Swan" |
| 36% | 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)" |
| 36% | SAMSMITH | 8 | "Stay With Me" singer who was a first-time Grammy nominee for Record of the Year (and won): 2 wds. |
| 36% | CARDI | 5 | ___ B, hip hop star who became the first female rapper to win a Grammy for Best Rap Album |
| 35% | ALAN | 4 | With 9-Down, performer who won acting, writing, and directing Emmy Awards for "M*A*S*H" |
| 35% | DRDRE | 5 | 2009 Grammy winner for "Crack a Bottle" |
| 35% | DRE | 3 | 2009 Grammy winner for "Crack a Bottle," briefly |
| 34% | MEGAN | 5 | ___ Thee Stallion, rapper with the hit "Savage" who won the Grammy for Best New Artist in 2021 |
| 34% | RAPSTARS | 8 | Eminem and Dr. Dre, for two |
| 34% | TBONEBURNETT | 12 | Music legend who produced 14-Across and won a 2007 Grammy for Robert Plant and 47-Across's first collaboration, "Raising Sand" (3 wds.) |
| 34% | STAR | 4 | With 59-Across, 1977 film for which 46-Across won a Grammy, an Oscar, and a Golden Globe |
| 34% | AMYPOEHLER | 10 | "Parks and Recreation" actress who won a 2016 Emmy for cohosting "Saturday Night Live" with Tina Fey: 2 wds. |
| 34% | NAS | 3 | Rapper who won his first Grammy for the 2020 album “King’s Disease” |
| 33% | ALPERT | 6 | Herb who won a Grammy for “Rise” |
| 33% | SPIKE | 5 | Jonze who won a Grammy Award for directing Fatboy Slim's "Weapon of Choice" music video |
| 33% | MIA | 3 | Rapper who performed a song with Madonna and Nicki Minaj on the album "MDNA" |
| 33% | NEIL | 4 | With 15-Across, "How I Met Your Mother" actor who won a 2014 Tony Award for starring in "Hedwig and the Angry Inch" |
| 33% | BRANDICARLILE | 13 | 18-Across and 42-Across singer who won a Best Country Song Grammy Award for "Bring My Flowers Now" (2 wds.) |
| 33% | ADLER | 5 | Producer Lou who won a Grammy for "Tapestry" |
| 33% | SOPHIA | 6 | Loren who's won an Oscar and a Grammy |
| 33% | KIM | 3 | ___ Petras who won a Grammy for the song "Unholy" |
| 33% | ALDA | 4 | Robert who won a Tony for "Guys and Dolls" |
| 32% | SEAN | 4 | ___ Paul, artist who won a Grammy for "Best Reggae Album" |
| 32% | CARLYSIMON | 10 | Artist who won an Academy, Golden Globe and Grammy Award for 1989's "Let the River Run" |