| 100% | HENRYFONDA | 10 | Actor who had a 41-year gap between Oscar nominations for 1940's "The Grapes of Wrath" and 1981's "On Golden Pond": 2 wds. |
| 57% | ALANARKIN | 9 | Actor who had a 38-year gap between Oscar nominations for 1968's "The Heart Is a Lonely Hunter" and 2006's "Little Miss Sunshine": 2 wds. |
| 56% | BRUCEDERN | 9 | Actor who had a 35-year gap between Oscar nominations for 1978's "Coming Home" and 2013's "Nebraska": 2 wds. |
| 55% | SALLYFIELD | 10 | Actress who had a 28-year gap between Oscar nominations for 1984's "Places in the Heart" and 2012's "Lincoln": 2 wds. |
| 39% | PAUL | 4 | ___ Newman, actor who has 2 Oscar nominations for the same character, in "The Hustler" and "The Color of Money" |
| 39% | PETERDINKLAGE | 13 | Actor who plays Tyrion Lannister in "Game of Thrones," and has an Outstanding Supporting Actor nomination for the 70th Emmys: 2 wds. |
| 38% | FRANKCAPRA | 10 | "It's a Wonderful Life" director who has won 3 Oscars out of 6 nominations for Best Director: 2 wds. |
| 38% | DONCHEADLE | 10 | "Hotel Rwanda" actor who won a 2022 Grammy for the audiobook of John Lewis's "Carry On": 2 wds. |
| 37% | JODIEFOSTER | 11 | Actress who won a Golden Globe and an Oscar for both "The Accused" and "The Silence of the Lambs" (2 wds.) |
| 37% | JEREMYSTRONG | 12 | "The Trial of the Chicago 7" actor who won a Golden Globe Award for playing Kendall Roy on "Succession" (2 wds.) |
| 36% | ORLANDOBLOOM | 12 | "Pirates of the Caribbean" actor who has been a UN Goodwill Ambassador for children: 2 wds. |
| 36% | JACKNICHOLSON | 13 | Actor who won three Oscars, for "One Flew Over the Cuckoo's Nest," "Terms of Endearment," and "As Good as It Gets": 2 wds. |
| 36% | CROSBY | 6 | Bing ___, actor who earned 2 Oscar nominations for the same character, in "Going My Way" and "The Bells of St. Mary's" |
| 36% | JEFFDANIELS | 11 | Actor who won a 2013 Emmy for playing Will McAvoy, the anchor and managing editor on 37-Across: 2 wds. |
| 35% | MARLONBRANDO | 12 | Best Actor Oscar winner for "On the Waterfront" who was a Worst Supporting Actor Razzie winner for "The Island of Dr. Moreau": 2 wds. |
| 35% | JAMESMARSDEN | 12 | "27 Dresses" actor who has acted as Marvel superhero in "X-Men" and was also a part of the DC movie "Superman Returns": 2 wds. |
| 35% | LESLIEJORDAN | 12 | "The United States vs. Billie Holiday" actor who arranged a home makeover for his friends of 40 years on "Celebrity IOU" (2 wds.) |
| 35% | HENRYFONDA | 10 | 1981 Oscar winner for "On Golden Pond" (Best Actor): 2 wds. |
| 34% | MATTSMITH | 9 | Actor who played Prince Philip in "The Crown" and had an Outstanding Supporting Actor nomination for the 70th Emmys: 2 wds. |
| 34% | SHEMARMOORE | 11 | "S.W.A.T." actor who won an Emmy for his role on "The Young and the Restless": 2 wds. |
| 34% | YULBRYNNER | 10 | Actor who won a Tony and an Oscar for playing King Mongkut in "The King and I": 2 wds. |
| 34% | LANCEREDDICK | 12 | "The Wire" actor who has a posthumous appearance as Zeus on the Disney+ series "Percy Jackson and the Olympians" (2 wds.) |
| 34% | JACKNICHOLSON | 13 | "The Shining" actor who has won two oscars, one of them for "As Good as it Gets": 2 wds |
| 34% | INGRIDBERGMAN | 13 | Winner of a Best Actress Oscar for "Gaslight" and a Best Supporting Actress Oscar for "Murder on the Orient Express": 2 wds. |
| 34% | MERYLSTREEP | 11 | Actress who won a Golden Globe and an Oscar for both "Sophie's Choice" and "The Iron Lady" (2 wds.) |
| 33% | SANDRABULLOCK | 13 | Actress who won a Golden Globe, SAG Award, and Oscar for "The Blind Side": 2 wds. |
| 33% | JODIEFOSTER | 11 | Actress who won a Golden Globe for "The Silence of the Lambs" and won their Cecil B. DeMille Award in 2013: 2 wds. |
| 33% | RICKYGERVAIS | 12 | English comedian and actor who has a comedy special on Netflix titled "Humanity": 2 wds. |
| 33% | RUSSELLBRAND | 12 | Comedian and voice actor in "Despicable Me" who has his own podcast, ''Under the Skin'' which is a mix of intellectual interrogations: 2 wds. |
| 33% | BRADLEYCOOPER | 13 | Actor who had a song from "A Star Is Born" chart on the Billboard Hot 100 in 2018: 2 wds. |