| 100% | MIKEMYERS | 9 | 2008 Worst Actor Razzie "winner" for "The Love Guru": 2 wds. |
| 65% | TOMCRUISE | 9 | 2017 Worst Actor Razzie "winner" for "The Mummy": 2 wds. |
| 60% | PAULYSHORE | 10 | 1995 Worst Actor Razzie "winner" for "Jury Duty": 2 wds. |
| 59% | BENAFFLECK | 10 | 2003 Worst Actor Razzie "winner" for "Daredevil," "Gigli," and "Paycheck": 2 wds. |
| 55% | BRYANCRANSTON | 13 | Winner of the 2014 Emmy for Outstanding Lead Actor in a Drama Series for "Breaking Bad": 2 wds. |
| 52% | 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. |
| 50% | MAHERSHALAALI | 13 | Best Supporting Actor Oscar winner for the 2018 film "Green Book": 2 wds. |
| 48% | BRADPITT | 8 | Best Supporting Actor Oscar winner for the 2019 film "Once Upon a Time in Hollywood": 2 wds. |
| 47% | ANTHONYHOPKINS | 14 | Best Actor Oscar winner for both "The Silence of the Lambs" and "The Father": 2 wds. |
| 47% | ELTONJOHN | 9 | Best Original Song Oscar winner for "(I'm Gonna) Love Me Again" from the 2019 film "Rocketman": 2 wds. |
| 46% | JEFFDANIELS | 11 | Winner of the 2013 Emmy for Outstanding Lead Actor in a Drama Series for "The Newsroom": 2 wds. |
| 46% | CHRISCOLFER | 11 | Winner of the most recent People's Choice Award for Favorite Comedic TV Actor (for "Glee"): 2 wds. |
| 46% | SIDNEYPOITIER | 13 | 1964 Best Actor Oscar winner for playing Homer Smith in "Lilies of the Field": 2 wds. |
| 46% | NATHANFILLION | 13 | Winner of the most recent People's Choice Award for Favorite Crime Drama TV Actor (for "Castle"): 2 wds. |
| 45% | ALFONSOCUARON | 13 | Best Director Oscar winner for the 2018 film "Roma": 2 wds. |
| 45% | RENEEZELLWEGER | 14 | Best Actress Oscar winner for the 2019 film "Judy": 2 wds. |
| 45% | KEVINKLINE | 10 | 1981 Tony winner for "The Pirates of Penzance" (Best Leading Actor in a Musical): 2 wds. |
| 45% | HILTON | 6 | Heiress Paris, 2010 Razzie winner for Worst Actress of the Decade |
| 43% | BRENDANFRASER | 13 | 2023 Best Actor Oscar winner for his role in "The Whale": 2 wds. |
| 43% | LAURADERN | 9 | Best Supporting Actress Oscar winner for the 2019 film "Marriage Story": 2 wds. |
| 43% | HENRYFONDA | 10 | 1981 Oscar winner for "On Golden Pond" (Best Actor): 2 wds. |
| 43% | EDDIEREDMAYNE | 13 | Best Actor winner for 2014's "The Theory of Everything": 2 wds. |
| 42% | KEVINCOSTNER | 12 | Best Director Oscar winner for "Dances With Wolves" who was a Worst Director Razzie winner for "The Postman": 2 wds. |
| 42% | IDINAMENZEL | 11 | Tony winner for "Wicked" who plays the stepmother in "Cinderella": 2 wds. |
| 41% | OCTAVIABUTLER | 13 | 1985 Hugo Award winner for the short story "Bloodchild" (2 wds.) |
| 41% | RICHARDGERE | 11 | Golden Globe winner for the role of 30-/33-Across in the 2002 movie musical "Chicago": 2 wds. |
| 41% | BENPLATT | 8 | Winner of the 2017 Tony for Best Actor in a Musical for "Dear Evan Hansen": 2 wds. |
| 41% | SANDRABULLOCK | 13 | Best Actress Oscar winner for "The Blind Side" who was a Worst Actress Razzie winner for "All About Steve": 2 wds. |
| 41% | EVAMARIE | 8 | ___ Saint (Best Supporting Actress Oscar winner for 1954's "On the Waterfront"): 2 wds. |
| 41% | RAINMAN | 7 | Winner of the Academy Award for Best Picture of 1988: 2 wds. |