| 100% | HENDERSON | 9 | Singer whose first single was "Ghost": Ella __ |
| 69% | KESHA | 5 | Singer whose first hit single was "TiK ToK" |
| 68% | RIHANNA | 7 | Singer whose first #1 single was 2006's "SOS" |
| 63% | SEAL | 4 | Single-named singer whose first hit was 1990's "Crazy" |
| 62% | KURTISBLOW | 10 | Singer whose 1980 single "The Breaks" was the first gold record rap song |
| 58% | REM | 3 | Band whose first single was "Radio Free Europe" |
| 56% | BECK | 4 | Singer whose first hit was 1994's "Loser" |
| 55% | MADONNA | 7 | Singer whose first concert tour was The Virgin Tour |
| 55% | REM | 3 | Alternative rock band whose first single was 1981's "Radio Free Europe" |
| 53% | KRIS | 4 | Singer whose first name is the first four letters of his last name |
| 52% | CELINEDION | 10 | Singer whose first top 10 hit was "Where Does My Heart Beat Now" |
| 52% | LILWAYNE | 8 | Rapper whose first single to reach #1 was "Lollipop" (2 wds.) |
| 51% | MCA | 3 | Label whose first U.S. single was "Crocodile Rock" |
| 51% | RIHANNA | 7 | One-named singer whose real first name is Robyn |
| 51% | ENYA | 4 | One-named singer whose real first name is Eithne |
| 50% | REM | 3 | Band whose first hit single was "The One I Love" |
| 48% | CHADKROEGER | 11 | Nickelback lead singer whose first name is an African country: 2 wds. |
| 48% | BRITNEYSPEARS | 13 | Singer whose hit single "Oops!... I Did It Again" is featured in "& Juliet" (2 wds.) |
| 48% | ELLIEGOULDING | 13 | Singer whose hit single "Love Me Like You Do" is featured in "& Juliet" (2 wds.) |
| 48% | BENSONBOONE | 11 | Singer whose "Beautiful Things" was the best-selling global single of 2024: 2 wds. |
| 48% | ARIANAGRANDE | 12 | "Don't Call Me Angel" co-singer whose 2019 song "Thank U, Next" was her first #1 single (2 wds.) |
| 47% | MARTYROBBINS | 12 | Singer whose "El Paso" was the first "Billboard" #1 hit of the 1960s (2 wds.) |
| 47% | KELLYCLARKSON | 13 | Singer whose hit single "Since U Been Gone" is featured in the Broadway musical "& Juliet" (2 wds.) |
| 46% | HARRYSTYLES | 11 | Singer whose "As It Was" was the best-selling global single of 2022: 2 wds. |
| 46% | SELENAGOMEZ | 11 | "Come & Get It" singer whose first TV series lead role was on Disney's "Wizards of Waverly Place": 2 wds. |
| 46% | ADELE | 5 | British singer/songwriter whose first album was called "19" |
| 46% | SIA | 3 | Single-named singer whose real last name is Furler |
| 46% | CARLPERKINS | 11 | Singer known as "The King of Rockabilly" whose first hit singles were with Sun Records (2 wds.) |
| 45% | CYNDILAUPER | 11 | Singer/songwriter whose first #1 hit song was 15-Across (2 wds.) |
| 45% | MILEYCYRUS | 10 | "Party in the U.S.A." singer whose first TV series lead role was on Disney's "Hannah Montana": 2 wds. |