| 100% | BOBBYRYDELL | 11 | *Singer who's the namesake of the high school in "Grease" |
| 55% | ADELE | 5 | British singer who won the Album of the Year Grammy in 2012 for "21" |
| 55% | DONNYOSMOND | 11 | Singer who dances in front of the Schrödinger equation in "Weird Al" Yankovic's "White & Nerdy" video: 2 wds. |
| 54% | LEBRONJAMES | 11 | N.B.A. star who was on the cover of Sports Illustrated while still in high school |
| 53% | ELTONJOHN | 9 | "Candle in the Wind" singer/pianist who's the subject of 41-Across: 2 wds. |
| 53% | ETHEL | 5 | Singer Merman who originated the role of Annie in Broadway's "Annie Get Your Gun" |
| 53% | ALLEN | 5 | ___ Iverson, former basketball player and 1997 NBA "Rookie of the Year" who also played football in high school |
| 52% | ALAN | 4 | Singer Jackson who's in the Country Music Hall of Fame |
| 52% | EARTHAKITT | 10 | "Santa Baby" singer who was the voice of villainous Yzma in Disney's "The Emperor's New Groove": 2 wds. |
| 51% | TINA | 4 | Singer Turner who's in the Rock and Roll Hall of Fame twice |
| 51% | DOLLYPARTON | 11 | "Jolene" singer who was MusiCares Person of the Year in 2019: 2 wds. |
| 50% | NICKSABAN | 9 | University of Alabama football coach who's the highest paid public employee in Alabama: 2 wds. |
| 50% | JIMHARBAUGH | 11 | University of Michigan football coach who's the highest paid public employee in Michigan: 2 wds. |
| 50% | NEILDIAMOND | 11 | "Sweet Caroline" singer who was MusiCares Person of the Year in 2009: 2 wds. |
| 50% | ARETHA | 6 | Singer Franklin who's the subject of the biopic "Respect" |
| 50% | GAGA | 4 | Lady ___, singer who won the Video of the Year for "Bad Romance" at MTV Video Music Awards in 2011 |
| 50% | JENNIFERLOPEZ | 13 | "Let's Get Loud" singer who was named Glamour Woman of the Year in 1999 and 2011: 2 wds. |
| 50% | ADAMLEVINE | 10 | Singer who appears nude in the video of Maroon 5's 2015 single, "This Summer": 2 wds. |
| 50% | JONIMITCHELL | 12 | "Both Sides Now" singer who was MusiCares Person of the Year in 2022: 2 wds. |
| 50% | DWIGHTHOWARD | 12 | The Orlando Magic drafted him out of high school in 2004: 2 wds. |
| 50% | DARRYLDAWKINS | 13 | The Philadelphia 76ers drafted him out of high school in 1975: 2 wds. |
| 50% | KEVINGARNETT | 12 | The Minnesota Timberwolves drafted him out of high school in 1995: 2 wds. |
| 50% | ETTA | 4 | Jazz singer ___ James who's in the Rock and Roll Hall of Fame |
| 49% | TAYLORSWIFT | 11 | "Cardigan" pop singer who's had top 10 hits in each of the last three decades: 2 wds. |
| 49% | LADYGAGA | 8 | "Shallow" pop singer who's had top 10 hits in each of the last three decades: 2 wds. |
| 49% | SIA | 3 | Singer who's the "S" in the music supergroup LSD |
| 49% | YMA | 3 | Singer who appeared with Charlton in "Secret of the Incas" |
| 49% | MANN | 4 | Singer Aimee who sang most of the songs in "Magnolia" |
| 49% | MEATLOAF | 8 | The Bat Out of Hell singer who died in 2022 |
| 49% | JASONDERULO | 11 | "Wiggle" R&B singer who's had top 10 hits in each of the last three decades: 2 wds. |