| MORGANFREEMAN | Actor in the Best Picture Oscar films Driving Miss Daisy Unforgiven and Million Dollar Baby: 2 wds. |
| CLINTEASTWOOD | Oldest person to win the Best Director Oscar, at 74 (for "Million Dollar Baby"): 2 wds. |
| COLINFIRTH | Actor in the Best Picture Oscar films The English Patient Shakespeare in Love and The King's Speech: 2 wds. |
| CLARKGABLE | Actor in the Best Picture Oscar films It Happened One Night Mutiny on the Bounty and Gone With the Wind: 2 wds. |
| EASTWOOD | Clint ?, Best Director Oscar winner for Unforgiven and Million Dollar Baby (8) |
| RICHARDHARRIS | Actor in the Best Picture winner Unforgiven who was nominated for an Album of the Year Grammy in 1968: 2 wds. |
| FREEMAN | He revived his off-Broadway role of Hoke Colburn in the Oscar-winning film Driving Miss Daisy, Morga |
| TANDY | Jessica, actress who became the oldest to win an Oscar for the 1989 film Driving Miss Daisy (5) |
| ROLLE | Esther ----, American actor in Good Times and 1990 film Driving Miss Daisy (5) |
| FRANKSINATRA | Actor in the Best Picture winner From Here to Eternity who was nominated for seven Album of the Year Grammys: 2 wds. |
| JANELLEMONAE | Actress in the Best Picture winner Moonlight who was nominated for an Album of the Year Grammy in 2019: 2 wds. |
| HILARYSWANK | Amelia and Million Dollar Baby star (2 wds.) |
| SWANK | Hilary _, American actress who won Oscars for her performances in Boys Don't Cry and Million Dollar Baby (5) |
| MORGAN | Actor in 1989 film Driving Miss Daisy, ___ Freeman (6) |
| NICHOLSON | Actor in the Best Picture winners of 1975, 1983 and 2006 |
| ALECBALDWIN | "Match Game" host who voices Boss Baby Templeton in "The Boss Baby": 2 wds. |
| TOBEYMAGUIRE | Star of three "Spider-Man" films who narrates as big brother Tim in "The Boss Baby": 2 wds. |
| JIMMYKIMMEL | Late-night talk show host who voices the father in "The Boss Baby": 2 wds. |
| HACKMAN | Gene ---, Oscar-winning actor in Unforgiven and The French Connection |
| LINDARONSTADT | "You're No Good" singer with the hit single "Ooh Baby Baby": 2 wds. |
