| 100% | HARRYSTYLES | 11 | Singer whose "As It Was" was the best-selling global single of 2022: 2 wds. |
| 73% | BENSONBOONE | 11 | Singer whose "Beautiful Things" was the best-selling global single of 2024: 2 wds. |
| 66% | HARRYSTYLES | 11 | Singer whose "As It Was" won the MTV Video Music Award for Best Pop Video in 2022: 2 wds. |
| 56% | MILEY | 5 | With 33-Across, singer whose "Flowers" was the best-selling global single of 2023 |
| 55% | HARRYSTYLES | 11 | "As It Was" singer who won the People's Choice Award for Male Artist of 2022: 2 wds. |
| 54% | ELVISPRESLEY | 12 | Singer known as the "The King of Rock and Roll" whose first hit singles were with Sun Records (2 wds.) |
| 53% | CARLPERKINS | 11 | Singer known as "The King of Rockabilly" whose first hit singles were with Sun Records (2 wds.) |
| 52% | WHITNEYHOUSTON | 14 | Singer and actress who played Rachel Marron in 18a and whose cover of "I Will Always Love You" became a best-selling single: 2 wds. |
| 52% | HARRYSTYLES | 11 | "As It Was" singer who is nominated for a 2022 American Music Award for Artist of the Year (2 wds.) |
| 51% | GWENSTEFANI | 11 | Singer whose 2005 #1 hit "Hollaback Girl" was produced by Pharrell Williams as half of the Neptunes: 2 wds. |
| 51% | HARRYSTYLES | 11 | "As It Was" singer who was honored with the People's Choice Award for The Male Artist of 2022 (2 wds.) |
| 50% | HARRYSTYLES | 11 | "As It Was" singer whose 2022 album generated four simultaneous top 10 hits: 2 wds. |
| 50% | CARYELWES | 9 | Star of 33-Across whose memoir about it, "As You Wish," will be published in the fall of 2014: 2 wds. |
| 50% | CHRISSTAPLETON | 14 | Singer whose "Starting Over" won the Grammy for Best Country Album in 2022: 2 wds. |
| 50% | TAYLORSWIFT | 11 | Singer whose "Eras Tour" is the highest-grossing concert tour of all time: 2 wds. |
| 50% | CRIMESCENE | 10 | "CSI: ___," with 31-Across, the name of a TV show Liev Schreiber - whose birthday it is today - guest starred in as Michael Keppler: 2 wds. |
| 49% | JENNIFERLOPEZ | 13 | "Jenny from the Block" singer whose birthday it is today: 2 wds. |
| 49% | NIGHTLIVE | 9 | "Saturday ___," American live variety show that is regarded as one of the best, and is in its 43rd season: 2 wds. |
| 49% | HARRYSTYLES | 11 | "As It Was" singer who plays Jack Chambers in the 2022 film "Don't Worry Darling": 2 wds. |
| 49% | BACKSTREETBOYS | 14 | Five-member band whose "Millennium" was the best-selling album of 1999 (2 wds.) |
| 48% | SINGLELADIES | 12 | "___ (Put a Ring on It)," a song by Beyonce that has become one of the best-selling singles of all time: 2 wds. |
| 47% | KANEBROWN | 9 | "Homesick" singer chosen as one of six 2022 CMT Artists of the Year: 2 wds. |
| 47% | EDSHEERAN | 9 | Singer whose "÷ Tour" is the fourth highest-grossing concert tour of all time: 2 wds. |
| 47% | OLIVIARODRIGO | 13 | Singer whose 2021 hit single "Drivers License" is nominated for three Grammy Awards, including Record of the Year (2 wds.) |
| 47% | THEXFILES | 9 | American sci-fi TV show starring David Duchovny, that is regarded as one of the best and is returning with its 11th season in 2018: 2 wds. |
| 47% | DUALIPA | 7 | Pop singer whose "Levitating" was Billboard's best-performing song of 2021: 2 wds. |
| 47% | JACKSONBROWNE | 13 | "Doctor, My Eyes" singer whose first name is the capital of Mississippi: 2 wds. |
| 47% | ALGREEN | 7 | Singer whose name is an anagram of the word "general": 2 wds. |
| 47% | DOJACAT | 7 | Singer whose 2021 hit single "Kiss Me More" is nominated for three Grammy Awards, including Record of the Year (2 wds.) |
| 47% | ROGERMURTAUGH | 13 | The name of the character Danny Glover - whose birthday it is today - portrays in the "Lethal Weapon" film series: 2 wds. |