| 100% | BILLIEEILISH | 12 | Songwriter who won her second Oscar, for a song from 2023's "Barbie," at age 22: 2 wds. |
| 59% | HILARYSWANK | 11 | Actress who won her second Oscar, for 2004's "Million Dollar Baby," at age 30: 2 wds. |
| 59% | JODIEFOSTER | 11 | Actress who won her second Oscar, for 1991's "The Silence of the Lambs," at age 29: 2 wds. |
| 42% | LUPITANYONGO | 12 | Actress who won an Oscar for her first feature film role, in "12 Years a Slave": 2 wds. |
| 42% | LUPITANYONGO | 12 | Mexico-born actress who won an Oscar for her role in "12 Years a Slave": 2 wds. |
| 40% | HOLLYHUNTER | 11 | "Broadcast News" star who won a Best Actress Oscar for her role in "The Piano": 2 wds. |
| 40% | 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. |
| 40% | CALLIEKHOURI | 12 | Screenwriter who won a Best Original Screenplay Oscar for 1991's "Thelma & Louise": 2 wds. |
| 40% | JULIEANDREWS | 12 | Actress who won a Best Actress Oscar for her first role in a feature film (Mary Poppins in 1964's "Mary Poppins") (2 wds.) |
| 40% | TRACYCHAPMAN | 12 | "Fast Car" songwriter who won Song of the Year at the 2023 Country Music Association Awards (2 wds.) |
| 39% | EMERALDFENNELL | 14 | Screenwriter who won a Best Original Screenplay Oscar for 2020's "Promising Young Woman": 2 wds. |
| 39% | SOFIACOPPOLA | 12 | Screenwriter who won a Best Original Screenplay Oscar for 2003's "Lost in Translation": 2 wds. |
| 39% | VIOLADAVIS | 10 | "The Woman King" actress who won a 2023 Grammy for the audiobook of her memoir "Finding Me": 2 wds. |
| 39% | LUPITANYONGO | 12 | Actress who won a Best Supporting Actress Oscar for her first role in a feature film (Patsey in 2013's "12 Years a Slave") (2 wds.) |
| 39% | KIMBASINGER | 11 | Actress who won a Best Supporting Actress Oscar for her 15-minute performance in "L.A. Confidential" (2 wds.) |
| 38% | ALLISONJANNEY | 13 | "I, Tonya" actress who won an Oscar for her performance, despite only 15 minutes and 37 seconds of screen time: 2 wds. |
| 38% | ANNEBANCROFT | 12 | Actress who won a Tony and an Oscar for playing Helen Keller's teacher in "The Miracle Worker": 2 wds. |
| 38% | PENELOPECRUZ | 12 | "Vicky Cristina Barcelona" actress who won an Oscar for her performance, despite only 14 minutes and 29 seconds of screen time: 2 wds. |
| 37% | JENNIFERHUDSON | 14 | Actress who won an Oscar for her first feature film role, in "Dreamgirls": 2 wds. |
| 37% | ANGELINAJOLIE | 13 | Actress who won a Golden Globe, SAG Award, and Oscar for "Girl, Interrupted": 2 wds. |
| 37% | CLINTEASTWOOD | 13 | Actor and filmmaker who won an Oscar for Best Director at 74 for "Million Dollar Baby": 2 wds. |
| 37% | JULIEANDREWS | 12 | Actress who won an Oscar for her first feature film role, in "Mary Poppins": 2 wds. |
| 37% | JENNIFERHUDSON | 14 | Singer who won the Oscar for Best Performance in a Supporting Role for "Dreamgirls": 2 wds. |
| 37% | VIOLADAVIS | 10 | Actress who won a Tony and an Oscar for playing Rose Maxson in "Fences": 2 wds. |
| 37% | SANDRABULLOCK | 13 | Actress who won a Golden Globe, SAG Award, and Oscar for "The Blind Side": 2 wds. |
| 37% | BRITNEYSPEARS | 13 | Former "All New Mickey Mouse Club" Mouseketeer who won a Grammy Award for her song "Toxic" (2 wds.) |
| 37% | EMMA | 4 | ___ Stone, actress who won her second Oscar for Best Actress in 2024 for starring in "Poor Things" |
| 37% | LIONELRICHIE | 12 | Singer who won the Oscar in 1986 for Best Original Song, "Say You, Say Me": 2 wds. |
| 37% | RACHELMADDOW | 12 | MSNBC host who won a 2021 Grammy for the audiobook of her nonfiction book "Blowout": 2 wds. |
| 36% | HALLEBERRY | 10 | "Monster's Ball" Oscar winner who won a Razzie Award for her starring role in the 2004 film "Catwoman" (2 wds.) |