| 100% | ALICIAKEYS | 10 | "Fallin'" singer who teaches a MasterClass course in songwriting and producing: 2 wds. |
| 66% | RINGOSTARR | 10 | Former Beatle who teaches a MasterClass course in drumming and collaboration: 2 wds. |
| 56% | MISTYCOPELAND | 13 | American Ballet Theater dancer who teaches a MasterClass course on ballet technique and artistry: 2 wds. |
| 52% | ROBINROBERTS | 12 | "Good Morning America" coanchor who teaches a MasterClass course on effective and authentic communication: 2 wds. |
| 51% | CARLOSSANTANA | 13 | Latin Grammy award winner who teaches a MasterClass course on guitar: 2 wds. |
| 50% | GORDONRAMSAY | 12 | British "Next Level Chef" host who teaches a MasterClass course on cooking: 2 wds. |
| 44% | NICKJONAS | 9 | "Jealous" pop singer who both hosted and was the musical act in a 2021 "SNL" episode: 2 wds. |
| 43% | MARYTRAVERS | 11 | Folk singer who, in a trio with Peter and Paul, sang the 1963 hit "Puff, the Magic Dragon": 2 wds. |
| 42% | MANDYMOORE | 10 | "I See the Light" singer who voiced Tabitha Vixx in "The Simpsons" episode, "Marge and Homer Turn a Couple Play": 2 wds. |
| 40% | BILLIEEILISH | 12 | Singer who released "Birds of a Feather" in 2024: 2 wds. |
| 40% | NELLYFURTADO | 12 | Singer who released "I'm Like a Bird" in 2000: 2 wds. |
| 40% | NICKIMINAJ | 10 | "Anaconda" singer who has lived in both Trinidad and the US: 2 wds. |
| 40% | ARETHAFRANKLIN | 14 | "Respect" singer who, as a child, sang in her church choir: 2 wds. |
| 40% | BEYONCEKNOWLES | 14 | "Halo" singer who, as a child, sang in her church choir: 2 wds. |
| 38% | PHILCOLLINS | 11 | "Against All Odds" singer who retired in 2011 and unretired in 2015: 2 wds. |
| 38% | SEANKINGSTON | 12 | "Beautiful Girls" singer who has lived in both Jamaica and the US: 2 wds. |
| 38% | BRUNOMARS | 9 | "The Lazy Song" singer who hosted and performed on "SNL" in 2012: 2 wds. |
| 38% | BETTEMIDLER | 11 | "Wind Beneath My Wings" singer who was born and raised in Hawaii: 2 wds. |
| 38% | ELTONJOHN | 9 | "Rocket Man" singer who hosted and performed on "Saturday Night Live" in 2011: 2 wds. |
| 38% | WHITNEYHOUSTON | 14 | "So Emotional" singer who, as a child, sang in her church choir: 2 wds. |
| 38% | ANGELALANSBURY | 14 | Actress and singer who won six Tony Awards, including a Lifetime Achievement Tony Award in 2022 (2 wds.) |
| 38% | CHRISISAAK | 10 | "Wicked Game" singer who fought as an amateur boxer in a Police Athletic League: 2 wds. |
| 38% | EDSHEERAN | 9 | British singer who made a cameo in HBO series "Game of Thrones: 2 wds. |
| 37% | MILEYCYRUS | 10 | "Wrecking Ball" singer who bought a Prius in 2009: 2 wds. |
| 37% | JENNIFERLOPEZ | 13 | Singer who was nominated for a Grammy for Best Dance Recording in 2000 but lost to Cher: 2 wds. |
| 37% | ELVISPRESLEY | 12 | American singer who acted in "Love Me Tender" and has sold 200 million records worldwide: 2 wds. |
| 37% | CAMILACABELLO | 13 | "Havana" singer who simultaneously topped the Billboard 200, Hot 100, and Artist 100 in 2018: 2 wds. |
| 37% | BEVERLYSILLS | 12 | Opera singer who chaired Lincoln Center and received the National Medal of Arts in 1990: 2 wds. |
| 37% | OZZYOSBOURNE | 12 | Heavy metal singer who starred in a 2002-2005 MTV reality show about his family: 2 wds. |
| 37% | DARIUSRUCKER | 12 | Hootie and the Blowfish lead singer who's getting a Recording star on the Hollywood Walk of Fame in 2024: 2 wds. |