As Gucci Mane’s “Both”, featuring Drake, debuts at No. 41 on the Hot 100, Drake ties Lil Wayne as the solo artist with the most Hot 100 appearances. This ranking includes all artists charted since the Hot 100’s creation in 1958.
The only group to have more appearances than Drake or Lil Wayne, tied at 132, is the cast of Glee with 207.
Most Hot 100 Entries All-Time
Glee Cast, 207
Drake, 132
Lil Wayne, 132
Elvis Presley, 108
James Brown, 91
Jay Z, 86
Chris Brown, 82
Kanye West, 80
Ray Charles, 75
Aretha Franklin, 73
The Beatles, 71
Nicki Minaj, 70
Taylor Swift, 70
It should be noted that the Hot 100 did originate two years after Elvis Presley’s career launched. Still, Presley leads the chart with the most entries by a soloist as the lead act (in all 108 of his listings). James Brown takes second place in this category, with all 91 of his listings being lead acts as well.