| 100% | BECK | 4 | Singer whose first hit was 1994's "Loser" |
| 71% | SEAL | 4 | Single-named singer whose first hit was 1990's "Crazy" |
| 66% | KESHA | 5 | Singer whose first hit single was "TiK ToK" |
| 62% | LILY | 4 | British pop singer Allen whose first hit was 2006's "Smile" |
| 60% | CELINEDION | 10 | Singer whose first top 10 hit was "Where Does My Heart Beat Now" |
| 57% | TOTO | 4 | Band whose first hit was 1978's "Hold the Line" |
| 57% | RIHANNA | 7 | Singer whose first #1 single was 2006's "SOS" |
| 56% | GRAY | 4 | R&B singer Macy whose first hit was "I Try" |
| 56% | BECK | 4 | Singer whose only top 40 hit was "Loser" |
| 56% | NAS | 3 | Rapper whose first album was 1994's "Illmatic" |
| 56% | BIEBER | 6 | Singer Justin whose first No. 1 hit was 2015's "What Do You Mean?" |
| 55% | MARTYROBBINS | 12 | Singer whose "El Paso" was the first "Billboard" #1 hit of the 1960s (2 wds.) |
| 54% | ONEREPUBLIC | 11 | Pop band whose first hit was "Apologize" |
| 53% | CYNDILAUPER | 11 | Singer/songwriter whose first #1 hit song was 15-Across (2 wds.) |
| 53% | BJTHOMAS | 8 | Singer whose "Raindrops Keep Fallin' on My Head" was the first "Billboard" #1 hit of the 1970s (2 wds.) |
| 53% | ABBA | 4 | Group whose first U.S. hit was "Waterloo" |
| 53% | SPOONMAN | 8 | 1994 Soundgarden hit whose first line is "Feel the rhythm with your hands" |
| 52% | PSY | 3 | Singer whose biggest hit was "Gangnam Style" |
| 52% | HENDERSON | 9 | Singer whose first single was "Ghost": Ella __ |
| 51% | MADONNA | 7 | Singer whose first concert tour was The Virgin Tour |
| 50% | ABBA | 4 | Band whose first hit in the US was "Waterloo" |
| 49% | PAULSIMON | 9 | Singer whose 1986 hit album 36-Across was named for 28-Across's home (2 wds.) |
| 49% | REM | 3 | Band whose first hit single was "The One I Love" |
| 49% | LUISFONSI | 9 | Singer whose hit Despacito was remixed by Bieber |
| 49% | SIA | 3 | Singer whose biggest US hit is "Cheap Thrills" |
| 48% | KRIS | 4 | Singer whose first name is the first four letters of his last name |
| 48% | EXO | 3 | South Korean-Chinese boy band, whose first hit song was "Growl" |
| 48% | SELENAGOMEZ | 11 | "Come & Get It" singer whose first TV series lead role was on Disney's "Wizards of Waverly Place": 2 wds. |
| 48% | ABBA | 4 | Band whose first US hit was "Waterloo" |
| 48% | DEMILOVATO | 10 | "Heart Attack" singer whose first TV series lead role was on the Disney Channel's "Sonny with a Chance": 2 wds. |