| 100% | DAR | 3 | Singer/songwriter ___ Williams, whose song is always played during Bryn Mawr College's "May Hole" celebration |
| 27% | RANDYNEWMAN | 11 | Singer whose song "I Love L.A." is played after home victories at Dodgers Stadium (2 wds.) |
| 27% | COED | 4 | What Bryn Mawr College is not |
| 26% | SWEETCAROLINE | 13 | Neil Diamond hit that is always played during Red Sox home games: 2 wds. |
| 25% | CALVINBALL | 10 | Sport whose rules are invented during play and whose score may be "oogy to boogy," per Hobbes |
| 25% | PHARRELL | 8 | Williams whose song "Happy" was the best-selling song in the US in 2014 |
| 24% | CYNDILAUPER | 11 | Singer/songwriter whose first #1 hit song was 15-Across (2 wds.) |
| 24% | MIMI | 4 | Opera character whose name might be heard in an opera singer's warm-up |
| 24% | JOHNFOGERTY | 11 | Singer/songwriter whose song 17-Across was honored by the Baseball Hall of Fame in 2010 (2 wds.) |
| 24% | ENYA | 4 | Irish singer whose "May It Be" was nominated for an Oscar for Best Original Song |
| 23% | PAULACOLE | 9 | Singer whose "I Don't Want to Wait" was the theme song for "Dawson's Creek": 2 wds. |
| 23% | DUALIPA | 7 | Pop singer whose "Levitating" was Billboard's best-performing song of 2021: 2 wds. |
| 23% | ASHANTI | 7 | Singer whose 2002 song "Foolish" was #1 for 10 weeks |
| 23% | PRINCE | 6 | Singer whose "Purple Rain" and a greatest hits compilation were Billboard's top two albums on May 7, 2016 |
| 23% | SOUSA | 5 | Composer whose work might be appropriate during March Madness? |
| 23% | YAHTZEE | 7 | Dice game whose name might be shouted during gameplay |
| 23% | UNO | 3 | Game whose name is shouted during play |
| 23% | MAGGIEROGERS | 12 | Singer/songwriter whose big break came when a video featuring Pharrell Williams listening to her song "Alaska" went viral in 2016 (2 wds.) |
| 22% | LADYGAGA | 8 | Singer-songwriter whose song "Shallow" from the movie "A Star Is Born" won her an Oscar in 2018: 2 wds. |
| 22% | PIAF | 4 | Singer whose life was made into a 1980 hit play |
| 22% | PETESEEGER | 10 | Folk singer whose anti-Vietnam War song on 15-/51-Across's show was censored by CBS: 2 wds. |
| 22% | FORD | 4 | Willa ___, singer whose highest-charting song "I Wanna Be Bad" peaked at #22 on the U.S. Billboard 100 |
| 22% | DRAMACOACH | 10 | Whose work may be all play? |
| 22% | KURTISBLOW | 10 | Singer whose 1980 single "The Breaks" was the first gold record rap song |
| 22% | TET | 3 | Vietnamese holiday during which bau cua ca cop might be played |
| 22% | ROBINTHICKE | 11 | Singer whose 2013 #1 hit "Blurred Lines" was produced by Pharrell Williams: 2 wds. |
| 22% | CELINEDION | 10 | Singer whose 1998 song "My Heart Will Go On" debuted at #1: 2 wds. |
| 22% | UNO | 3 | Card game whose name is spoken during play |