| 100% | NELLY | 5 | Rapper whose songs "Hot in Herre" and "Dilemma" were simultaneously #1 and #2 in 2002 |
| 61% | BEEGEES | 7 | Disco group whose songs "Night Fever" and "Stayin' Alive" were simultaneously #1 and #2 in 1978: 2 wds. |
| 59% | BEEGEES | 7 | Group whose songs "Night Fever" and "Stayin' Alive" were simultaneously #1 and #2 on the Billboard Hot 100: 2 wds. |
| 57% | USHER | 5 | R&B singer whose songs "Burn" and "Confessions Part II" were simultaneously #1 and #2 in 2004 |
| 53% | NELLY | 5 | Rapper whose 2002 #1 hit "Hot in Herre" was produced by Pharrell Williams as half of the Neptunes |
| 52% | BTS | 3 | Band whose songs "Savage Love" and "Dynamite" were simultaneously #1 and #2 on the Billboard Hot 100: Abbr. |
| 50% | BLACKEYEDPEAS | 13 | Hip-hop group whose songs "Boom Boom Pow" and "I Gotta Feeling" were simultaneously #1 and #2 in 2009: 3 wds. |
| 50% | OUTKAST | 7 | Hip-hop duo whose songs "Hey Ya!" and "The Way You Move" were simultaneously #1 and #2 in 2003 |
| 50% | BLACK | 5 | ___ Eyed Peas, group whose songs "I Gotta Feeling" and "Boom Boom Pow" were simultaneously #1 and #2 on the Billboard Hot 100 |
| 49% | OUTKAST | 7 | Hip hop duo whose songs "Hey Ya!" and "The Way You Move" were simultaneously #1 and #2 on the Billboard Hot 100 |
| 47% | NICKIMINAJ | 10 | Rapper whose song "Anaconda" peaked at #2 on the Billboard Hot 100 in August 2014: 2 wds. |
| 47% | NELLY | 5 | Rapper with the songs "Hot in Herre" and "Air Force Ones" |
| 46% | KANYEWEST | 9 | Rapper whose album "Graduation" and song "Stronger" both topped the charts in 2007: 2 wds. |
| 46% | KENDRICKLAMAR | 13 | Rapper whose album "Damn" and song "Humble" both topped the charts in 2017: 2 wds. |
| 46% | FLORIDA | 7 | Rapper and singer whose name comes from the state he was born in: 2 wds. |
| 43% | KENDRICKLAMAR | 13 | "Humble" rapper who simultaneously topped the Billboard 200, Hot 100, and Artist 100 in 2017: 2 wds. |
| 41% | NELLY | 5 | Rapper with the 2002 #1 hit "Hot in Herre" |
| 41% | DOJACAT | 7 | Rapper whose song "Kiss Me More" featuring SZA went viral in 2021: 2 wds. |
| 40% | TUPAC | 5 | ___ Shakur, rapper whose song "Hail Mary" was released posthumously in 1997 |
| 40% | COUNTINGCROWS | 13 | Band whose song "Accidentally in Love" was written for "Shrek 2" |
| 40% | BENKINGSLEY | 11 | Actor whose birthday it is today who won an Academy Award for playing Gandhi in the titular film and was knighted in 2002: 2 wds. |
| 40% | IGGYAZALEA | 10 | "Fancy" singer featured on "Problem" who in 2014 became the second ever to be simultaneously #1 and #2 with her first two hits: 2 wds. |
| 40% | WITHOUTME | 9 | A song by rapper Eminem - whose birthday it is today - which featured a video that parodied comics in general: 2 wds. |
| 39% | ALANJACKSON | 11 | Singer whose "Country Boy" hit #1 on the Billboard Hot Country Songs Chart in 2009: 2 wds. |
| 39% | THEWEEKND | 9 | Canadian singer whose "Blinding Lights" was the #1 song on Spotify in 2020: 2 wds. |
| 39% | LIZZO | 5 | Singer and rapper whose song "Rumors" featuring Cardi B went viral in 2021 |
| 39% | MISSYELLIOTT | 12 | Rapper whose 2002 hit "Work It" spent 10 weeks at #2 on the Billboard Hot 100 without hitting #1: 2 wds. |
| 39% | KELLYCLARKSON | 13 | Singer whose debut single "A Moment Like This" reached #1 on the Billboard Hot 100 in 2002: 2 wds. |
| 38% | SINEADOCONNOR | 13 | Singer whose "Nothing Compares 2 U" was a #1 song for four weeks in 1990 (2 wds.) |
| 38% | JOHNLEWIS | 9 | Politician and civil rights leader who was awarded the Spingarn Medal in 2002: 2 wds. |