| 100% | BENAFFLECK | 10 | 2003 Worst Actor Razzie "winner" for "Daredevil," "Gigli," and "Paycheck": 2 wds. |
| 60% | PAULYSHORE | 10 | 1995 Worst Actor Razzie "winner" for "Jury Duty": 2 wds. |
| 60% | TOMCRUISE | 9 | 2017 Worst Actor Razzie "winner" for "The Mummy": 2 wds. |
| 59% | MIKEMYERS | 9 | 2008 Worst Actor Razzie "winner" for "The Love Guru": 2 wds. |
| 47% | ANTHONYHOPKINS | 14 | Best Actor Oscar winner for both "The Silence of the Lambs" and "The Father": 2 wds. |
| 47% | DANIELDAYLEWIS | 14 | Best Actor Oscar winner for "My Left Foot," "There Will Be Blood," and "Lincoln": 2 wds., hyph. |
| 45% | SEANPENN | 8 | Best Actor Oscar winner for "Milk" and "Mystic River" (2 wds.) |
| 42% | HENRYFONDA | 10 | 1981 Oscar winner for "On Golden Pond" (Best Actor): 2 wds. |
| 42% | 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. |
| 41% | DONALDGLOVER | 12 | Emmy winner for Outstanding Lead Actor in a Comedy for "Atlanta": 2 wds. |
| 41% | JUDDHIRSCH | 10 | 1981 Emmy winner for "Taxi" (Outstanding Lead Actor In a Comedy Series): 2 wds. |
| 41% | PATBENATAR | 10 | 1981 Grammy winner for "Fire and Ice" (Best Rock Vocal Performance, Female): 2 wds. |
| 40% | KEVINKLINE | 10 | 1981 Tony winner for "The Pirates of Penzance" (Best Leading Actor in a Musical): 2 wds. |
| 39% | EDDIEREDMAYNE | 13 | Best Actor winner for 2014's "The Theory of Everything": 2 wds. |
| 39% | MAHERSHALAALI | 13 | Best Supporting Actor Oscar winner for the 2018 film "Green Book": 2 wds. |
| 39% | BRENDANFRASER | 13 | 2023 Best Actor Oscar winner for his role in "The Whale": 2 wds. |
| 38% | REXHARRISON | 11 | 1965 Best Actor Oscar winner for playing Henry Higgins in "My Fair Lady": 2 wds. |
| 38% | STANLEYTUCCI | 12 | Two time Emmy winner for his films "Winchell" and "Monk", who plays the role of Merlin, in 30a : 2 wds. |
| 38% | SIDNEYPOITIER | 13 | 1964 Best Actor Oscar winner for playing Homer Smith in "Lilies of the Field": 2 wds. |
| 38% | GREGORYPECK | 11 | 1963 Best Actor Oscar winner for playing Atticus Finch in "To Kill a Mockingbird": 2 wds. |
| 37% | LOUGOSSETTJR | 12 | 1982 Best Supporting Actor Oscar winner for "An Officer and a Gentleman" (3 wds.) |
| 37% | BRADPITT | 8 | Best Supporting Actor Oscar winner for the 2019 film "Once Upon a Time in Hollywood": 2 wds. |
| 37% | BENKINGSLEY | 11 | 1982 Best Actor Oscar winner for "Gandhi" (2 wds.) |
| 36% | KEVINCOSTNER | 12 | Best Director Oscar winner for "Dances With Wolves" who was a Worst Director Razzie winner for "The Postman": 2 wds. |
| 36% | BRADPITT | 8 | Best Supporting Actor winner for 2019's "Once Upon a Time in Hollywood": 2 wds. |
| 36% | SANDRABULLOCK | 13 | Best Actress Oscar winner for "The Blind Side" who was a Worst Actress Razzie winner for "All About Steve": 2 wds. |
| 36% | JENNIFERLOPEZ | 13 | "Gigli" star given a Razzie Award for Worst Actress (2 wds.) |
| 36% | HILTON | 6 | Heiress Paris, 2010 Razzie winner for Worst Actress of the Decade |
| 36% | MRT | 3 | 1980s actor known for his Mohawk and gold chains: 2 wds. |
| 35% | BENAFFLECK | 10 | Actor who's played both Daredevil and Batman: 2 wds. |