| 100% | JESSYENORMAN | 12 | Opera star with five Grammys who received the Spingarn Medal in 2013: 2 wds. |
| 52% | HARRYBELAFONTE | 14 | "Day-O" singer who received the Spingarn Medal in 2012: 2 wds. |
| 45% | OPRAHWINFREY | 12 | TV talk show host who received the NAACP's Spingarn Medal in 2000: 2 wds. |
| 44% | ERNIEBANKS | 10 | Cubs Hall of Famer who received the Presidential Medal of Freedom in 2013: 2 wds. |
| 44% | ANGELINAJOLIE | 13 | "Maleficent" star who received the Hersholt Humanitarian Award in 2013: 2 wds. |
| 41% | BILLCOSBY | 9 | Comedian who was awarded the Spingarn Medal in 1985: 2 wds. |
| 41% | NORAHJONES | 10 | "Come Away With Me" singer who received the Grammys for both Album of the Year and Best New Artist in 2003: 2 wds. |
| 41% | BEVERLYSILLS | 12 | Opera singer who chaired Lincoln Center and received the National Medal of Arts in 1990: 2 wds. |
| 40% | LENAHORNE | 9 | Jazz singer who was awarded the Spingarn Medal in 1983: 2 wds. |
| 40% | DIANENASH | 9 | Civil rights activist who received the Presidential Medal of Freedom in 2022: 2 wds. |
| 40% | BILLRUSSELL | 11 | Longtime Boston Celtic who received the Presidential Medal of Freedom in 2011: 2 wds. |
| 40% | DANNYGLOVER | 11 | "Lethal Weapon" star who received the Hersholt Award in 2022: 2 wds. |
| 40% | JASPERJOHNS | 11 | "Three Flags" painter who received the National Medal of Arts in 1990: 2 wds. |
| 40% | LIZAMINNELLI | 12 | "Cabaret" star who received the GLAAD Vanguard Award in 2005: 2 wds. |
| 39% | BILLNYE | 7 | TV "Science Guy" who appeared on "Dancing With the Stars" in 2013: 2 wds. |
| 39% | BILLIEEILISH | 12 | "Bad Guy" singer who received the Grammys for both Album of the Year and Best New Artist in 2020: 2 wds. |
| 39% | STEVEJOBS | 9 | Cofounder of Apple who received the Presidential Medal of Freedom posthumously in 2022: 2 wds. |
| 39% | KIRKDOUGLAS | 11 | "Spartacus" actor who received the French Legion of Honor medal in 1985: 2 wds. |
| 39% | DALAILAMA | 9 | Tibet's spiritual leader who received the Congressional Gold Medal in 2006: 2 wds. |
| 39% | NELSONMANDELA | 13 | Former South African president who received the Congressional Gold Medal in 1998: 2 wds. |
| 39% | TONYBLAIR | 9 | Former British prime minister who received the Congressional Gold Medal in 2003: 2 wds. |
| 39% | LAURYNHILL | 10 | "Everything Is Everything" singer who received the Grammys for both Album of the Year and Best New Artist in 1999: 2 wds. |
| 39% | JERRYLEWIS | 10 | "The Nutty Professor" star who received the Hersholt Humanitarian Award in 2009: 2 wds. |
| 38% | WILLIEMAYS | 10 | Giants Hall of Famer who received the Presidential Medal of Freedom in 2015: 2 wds. |
| 38% | FRANKROBINSON | 13 | Orioles Hall of Famer who received the Presidential Medal of Freedom in 2005: 2 wds. |
| 38% | MEGANRAPINOE | 12 | Olympic champion soccer player who received the Presidential Medal of Freedom in 2022: 2 wds. |
| 38% | ROGERSTAUBACH | 13 | Longtime Dallas Cowboys quarterback who received the Presidential Medal of Freedom in 2018: 2 wds. |
| 38% | GEORGELUCAS | 11 | "Star Wars" director who received the AFI Life Achievement Award in 2005: 2 wds. |
| 38% | BRUNOTONIOLI | 12 | "Dancing with the Stars" judge who is fluent in five languages (2 wds.) |
| 38% | PAULNEWMAN | 10 | "The Sting" star who received the Hersholt Humanitarian Award at the Oscars in 1994: 2 wds. |