| 100% | PIANOMAN | 8 | Person who was asked to "sing us a song tonight" in a Billy Joel hit: 2 wds. |
| 41% | ONEI | 4 | REM's 1987 hit "The ___ Love" (commonly thought to be a love song though it's about using people): 2 wds. |
| 40% | ROLEMODEL | 9 | A person that is often looked at as someone to follow in the footsteps of : 2 wds. |
| 40% | TIMDUNCAN | 9 | Spurs power forward for 19 years, who was a top U.S. swimmer in the 400m freestyle before shifting to basketball: 2 wds. |
| 40% | MAYAANGELOU | 11 | "I Know Why the Caged Bird Sings" writer who was honored on a U.S. postage stamp in 2015 (2 wds.) |
| 39% | TWYLATHARP | 10 | Choreographer who set the jukebox musical "Movin' Out" to Billy Joel songs: 2 wds. |
| 38% | BILLYBUSH | 9 | Former TV star who's contrite for his role in the "Access Hollywood" tape scandal, saying "I'm grateful to be a more conscientious person now": 2 wds. |
| 38% | DEARPRUDENCE | 12 | Beatles song about a girl who is invited to "come out to play": 2 wds. |
| 38% | THEENTERTAINER | 14 | Scott Joplin instrumental song that was a hit in 1974: 2 wds. |
| 37% | GINGERROGERS | 12 | Actress who sings the title song with co-star Cornel Wilde in the 1947 film "It Had to Be You" (2 wds.) |
| 37% | MISSINGYOU | 10 | Tribute to Marvin Gaye written by Lionel Richie and sung by 50-Across that was a Top 10 hit in 1984 (2 wds.) |
| 37% | MANNYPACQUIAO | 13 | Filipino boxer who recently became the first person to hold a world title in four different decades: 2 wds. |
| 37% | REGISPHILBIN | 12 | Original "Who Wants to Be a Millionaire" host who was an NBC page in 1955: 2 wds. |
| 37% | WITHOUTYOU | 10 | 2020 song by the Kid Laroi whose remix was a top 10 hit in 2021: 2 wds. |
| 37% | AGORAHILLS | 10 | 2023 Doja Cat hit whose title is a tribute to a town she lived in: 2 wds. |
| 37% | BLUEBAYOU | 9 | Roy Orbison song that was a #3 hit for 32-Across in 1977: 2 wds. |
| 37% | RONALDREAGAN | 12 | 40th US president for whom a DC-area airport was renamed in 1998: 2 wds. |
| 37% | MEGANCAVANAGH | 13 | Actress who sang "It Had to Be You" in a memorable bar scene in the 1992 film "A League of Their Own" (2 wds.) |
| 37% | STEVENGERRARD | 13 | Former Liverpool midfielder who moved to LA Galaxy in 2015 to be a part of MLS: 2 wds. |
| 37% | LUPITANYONGO | 12 | "12 Years a Slave" actress who was People's Most Beautiful Person in 2014: 2 wds. |
| 37% | GWENJORGENSEN | 13 | American distance runner and two-time ITU World Champion who was the first to win a triathlon gold for USA in the Olympics: 2 wds. |
| 36% | RAYCHARLES | 10 | "Hit the Road Jack" singer who has a solo in 1985's "We Are the World": 2 wds. |
| 36% | RONALDREAGAN | 12 | U.S. president who was the first born in Illinois, the first to have been divorced, and the first to nominate a woman to the Supreme Court (2 wds.) |
| 36% | LISALESLIE | 10 | Basketball Hall of Fame inductee who was the first player to dunk in a WNBA game: 2 wds. |
| 36% | WILLACATHER | 11 | "My Ántonia" novelist who was honored on a U.S. postage stamp in 1973 (2 wds.) |
| 36% | PHILCOLLINS | 11 | His 1981 hit "In the Air Tonight" reentered the Billboard charts in 2020 thanks to a viral reaction video: 2 wds. |
| 36% | WITNESS | 7 | One who may be asked to testify in a court |
| 36% | LEEGREENWOOD | 12 | "I.O.U." singer who had a hit in 2001 with "God Bless the U.S.A.": 2 wds. |
| 36% | TRACYCHAPMAN | 12 | Singer whose song "Fast Car," from her self-titled debut album, was a #6 hit in 1988: 2 wds. |
| 36% | JENNIFERLOPEZ | 13 | Singer who was nominated for a Grammy for Best Dance Recording in 2000 but lost to Cher: 2 wds. |