| 100% | JOANRIVERS | 10 | "Fashion Police" host who won a Grammy for a spoken word recording of her book "Diary of a Mad Diva": 2 wds. |
| 70% | JOANRIVERS | 10 | Late "Fashion Police" host who won a Spoken Word Grammy for "Diary of a Mad Diva": 2 wds. |
| 67% | BETTYWHITE | 10 | "The Proposal" actress who won a Grammy for the spoken word recording of her book "If You Ask Me": 2 wds. |
| 61% | 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. |
| 52% | RACHELMADDOW | 12 | MSNBC host who won a 2021 Grammy for the audiobook of her nonfiction book "Blowout": 2 wds. |
| 46% | JONSTEWART | 10 | Former "Daily Show" host who won a Spoken Word Grammy for "Earth (The Audiobook)": 2 wds. |
| 40% | VIOLADAVIS | 10 | "The Woman King" actress who won a 2023 Grammy for the audiobook of her memoir "Finding Me": 2 wds. |
| 39% | SAMSMITH | 8 | "Stay With Me" singer who was a first-time Grammy nominee for Record of the Year (and won): 2 wds. |
| 38% | MARCANTHONY | 11 | Ex-husband of Jennifer Lopez who won a Grammy for "Amar Sin Mentiras": 2 wds. |
| 38% | JAMESTAYLOR | 11 | Ex-husband of Carly Simon who won a Grammy for "You've Got a Friend": 2 wds. |
| 38% | MIRANDALAMBERT | 14 | Ex-wife of Blake Shelton who won a Grammy for "The House That Built Me": 2 wds. |
| 37% | ALISTROKER | 10 | Actress who won a Tony for her role as Ado Annie in the 2019 Broadway revival of "Oklahoma!": 2 wds. |
| 36% | HILLARY | 7 | ___ Clinton, former First Lady who won a Grammy for Best Spoken Word album in 1997 |
| 36% | JEREMYIRONS | 11 | "Reversal of Fortune" actor who'd have an EGOT if he'd won a Grammy for "The Real Thing": 2 wds. |
| 35% | HELENHAYES | 10 | Actress who won the Emmy, Grammy, Oscar, and Tony (one of her two Oscars was for "Airport"): 2 wds. |
| 35% | DONCHEADLE | 10 | "Hotel Rwanda" actor who won a 2022 Grammy for the audiobook of John Lewis's "Carry On": 2 wds. |
| 35% | OBAMA | 5 | Former U.S. president who won a Best Spoken Word Album Grammy Award for the audiobook of "Dreams from My Father" |
| 35% | JASONMOTT | 9 | Author who won the 2021 National Book Award for Fiction for "Hell of a Book": 2 wds. |
| 34% | BRITNEYSPEARS | 13 | Former "All New Mickey Mouse Club" Mouseketeer who won a Grammy Award for her song "Toxic" (2 wds.) |
| 34% | PATTONOSWALT | 12 | "A.P. Bio" actor who won a Grammy for Best Comedy Album in 2017: 2 wds. |
| 34% | 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)" |
| 34% | GEORGSOLTI | 10 | Hungarian-British artist who holds the record for the most Grammy Awards won in a lifetime, with 31: 2 wds. |
| 33% | TIFFANYHADDISH | 14 | "The Last O.G." actress who won a Grammy for Best Comedy Album in 2021: 2 wds. |
| 33% | AUDRAMCDONALD | 13 | "Private Practice" actress who won a record-breaking sixth Tony Award in 2014 for her performance in "Lady Day at Emerson's Bar and Grill": 2 wds. |
| 33% | CAROLEKING | 10 | "You've Got a Friend" singer/pianist who was the first woman to win a Grammy for Song of the Year (2 wds.) |
| 33% | KATHYGRIFFIN | 12 | "My Life on the D-List" star who won a Grammy for Best Comedy Album in 2014: 2 wds. |
| 33% | ABOUTDAMNTIME | 13 | 2022 Lizzo hit single that won a Grammy for Record of the Year (3 wds.) |
| 33% | LADYGAGA | 8 | Singer who won a 2011 Grammy for "Bad Romance": 2 wds. |
| 32% | LORETTADEVINE | 13 | Star of 15-Across who won an Emmy for a guest performance in "Grey's Anatomy": 2 wds. |
| 32% | KEVINSPACEY | 11 | 2017 Tony Awards host who won a Tony for "Lost in Yonkers" (2 wds.) |