| 100% | BRITNEYSPEARS | 13 | Former "All New Mickey Mouse Club" Mouseketeer who won a Grammy Award for her song "Toxic" (2 wds.) |
| 79% | KERIRUSSELL | 11 | Former "All New Mickey Mouse Club" Mouseketeer who won a Golden Globe Award for her role on "Felicity" (2 wds.) |
| 73% | RYANGOSLING | 11 | Former "All New Mickey Mouse Club" Mouseketeer who won a Golden Globe Award for his role in "La La Land" (2 wds.) |
| 70% | RYANGOSLING | 11 | Former "All New Mickey Mouse Club" Mouseketeer who won a Golden Globe for "La La Land" (2 wds.) |
| 52% | KERIRUSSELL | 11 | Former "All New Mickey Mouse Club" Mouseketeer who now plays Elizabeth Jennings on "The Americans" (2 wds.) |
| 51% | BRITNEYSPEARS | 13 | Former "All New Mickey Mouse Club" Mouseketeer with a "Piece of Me" Vegas show (2 wds.) |
| 43% | TIFFANYHADDISH | 14 | "Black Mitzvah" comedian who won a Grammy Award for Best Comedy Album in 2021 (2 wds.) |
| 43% | BRANDICARLILE | 13 | 18-Across and 42-Across singer who won a Best Country Song Grammy Award for "Bring My Flowers Now" (2 wds.) |
| 43% | KATHYGRIFFIN | 12 | "Calm Down Gurrl" comedian who won a Grammy Award for Best Comedy Album in 2014 (2 wds.) |
| 43% | WHOOPIGOLDBERG | 14 | "Direct from Broadway" comedian who won a Grammy Award for Best Comedy Album in 1986 (2 wds.) |
| 42% | LOUISEERDRICH | 13 | "The Round House" author who won a 1987 O. Henry Award for her short story "Fleur": 2 wds. |
| 42% | BETTYWHITE | 10 | "The Proposal" actress who won a Grammy for the spoken word recording of her book "If You Ask Me": 2 wds. |
| 42% | RACHELMADDOW | 12 | MSNBC host who won a 2021 Grammy for the audiobook of her nonfiction book "Blowout": 2 wds. |
| 42% | 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% | ADELE | 5 | Singer who won a Grammy Award for Song of the Year winner for "Hello" |
| 41% | VIOLADAVIS | 10 | "The Woman King" actress who won a 2023 Grammy for the audiobook of her memoir "Finding Me": 2 wds. |
| 41% | ALICEWALKER | 11 | "The Color Purple" author who won a 1986 O. Henry Award for her short story "Kindred Spirits": 2 wds. |
| 41% | BILLIEEILISH | 12 | Songwriter who won her second Oscar, for a song from 2023's "Barbie," at age 22: 2 wds. |
| 40% | OLIVIACOLMAN | 12 | "The Lobster" actress who won a 2019 Golden Globe Award for her role in 40-Across (2 wds.) |
| 40% | BILLIEEILISH | 12 | "Bad Guy" singer who won a record five Grammy Awards in 2020, including Best New Artist (2 wds.) |
| 39% | AINTITFUN | 9 | Hit single by Paramore that won a Grammy Award for Best Rock Song in 2015 (3 wds.) |
| 39% | JONSTEWART | 10 | Former "Daily Show" host who won a Spoken Word Grammy for "Earth (The Audiobook)": 2 wds. |
| 39% | 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. |
| 39% | HOLLYHUNTER | 11 | "Broadcast News" star who won a Best Actress Oscar for her role in "The Piano": 2 wds. |
| 39% | BRYANCRANSTON | 13 | "Breaking Bad" star who won a 2014 Tony Award for portraying Lyndon Johnson in "All the Way": 2 wds. |
| 38% | MARCANTHONY | 11 | Ex-husband of Jennifer Lopez who won a Grammy for "Amar Sin Mentiras": 2 wds. |
| 38% | LADYGAGA | 8 | Singer who won a 2011 Grammy for "Bad Romance": 2 wds. |
| 38% | ENYA | 4 | Singer who won a Best New Age Album Grammy Award for "Amarantine" |
| 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. |