| 100% | NEWLEY | 6 | Anthony who won a Grammy for "What Kind of Fool Am I?" |
| 57% | NEWLEY | 6 | Anthony who sang "What Kind of Fool Am I" |
| 51% | SAMSMITH | 8 | "Stay With Me" singer who was a first-time Grammy nominee for Record of the Year (and won): 2 wds. |
| 51% | BETTYWHITE | 10 | "The Proposal" actress who won a Grammy for the spoken word recording of her book "If You Ask Me": 2 wds. |
| 47% | SAMMYDAVISJR | 12 | "What Kind of Fool Am I" singer |
| 46% | MIRANDALAMBERT | 14 | Ex-wife of Blake Shelton who won a Grammy for "The House That Built Me": 2 wds. |
| 46% | 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)" |
| 43% | JOANRIVERS | 10 | "Fashion Police" host who won a Grammy for a spoken word recording of her book "Diary of a Mad Diva": 2 wds. |
| 41% | JOANRIVERS | 10 | Late "Fashion Police" host who won a Spoken Word Grammy for "Diary of a Mad Diva": 2 wds. |
| 41% | SEAN | 4 | ___ Paul, artist who won a Grammy for "Best Reggae Album" |
| 40% | MARCANTHONY | 11 | Ex-husband of Jennifer Lopez who won a Grammy for "Amar Sin Mentiras": 2 wds. |
| 40% | STAN | 4 | With 50-Across, saxophonist who won a Grammy for "The Girl From Ipanema" |
| 39% | AMYWINEHOUSE | 12 | *Her "Rehab" won a Grammy for Song of the Year |
| 39% | HELENHAYES | 10 | Actress who won the Emmy, Grammy, Oscar, and Tony (one of her two Oscars was for "Airport"): 2 wds. |
| 39% | JAMESTAYLOR | 11 | Ex-husband of Carly Simon who won a Grammy for "You've Got a Friend": 2 wds. |
| 39% | DANGELO | 7 | One-named R&B singer who won a Grammy for his 2014 album "Black Messiah" |
| 38% | KIND | 4 | "What ___ of a fool do you think I am?" |
| 37% | KATEY | 5 | Sagal who won a Golden Globe for Sons of Anarchy |
| 37% | ARIANA | 6 | With 35-Across, singer of "Bang Bang" who was a first-time Grammy nominee for Best Pop Vocal Album |
| 37% | KACEY | 5 | Singer Musgraves who won a 2013 Grammy for Best Country Album |
| 37% | LADYGAGA | 8 | Singer who won a 2011 Grammy for "Bad Romance": 2 wds. |
| 37% | LEE | 3 | Ang who won a Best Director Oscar for "Life of Pi" |
| 37% | SIDNEYPOITIER | 13 | "Lilies of the Field" actor who won a Grammy for the spoken word recording of his book "The Measure of a Man": 2 wds. |
| 37% | ROBIN | 5 | Williams who won a Best Supporting Actor Oscar for "Good Will Hunting" |
| 37% | IRONS | 5 | Actor Jeremy who won a Best Actor Oscar for "Reversal of Fortune" |
| 37% | ROMANCE | 7 | Kind of novel for which Fabio was a cover model |
| 36% | CENT | 4 | 50 ___ (rapper who won a Grammy with Eminem and Dr. Dre for 2009's "Crack a Bottle") |
| 36% | PENTATONIX | 10 | Quintet that won a Grammy for their a cappella version of "Dance of the Sugar Plum Fairy" |
| 36% | EDDIE | 5 | Actor Redmayne who won a Best Actor Oscar for "The Theory of Everything" |
| 36% | BENET | 5 | Poet who won a Pulitzer for "The Dust Which Is God" |