Lil Wayne now has 109 songs on that chart with the debut of Game's song "Celebration," where he is a guest alongside Chris Brown, Tyga and Wiz Khalifa. Of his 109 charted songs, only 42 are led by Lil Wayne; 67 are songs where he is the featured act.
Elvis Presley totaled 108 songs on the Hot 100 since it launched in 1958. Presley's career kicked off before that and several of his songs - like "Heartbreak Hotel" - could not be included in his total number.
The "Glee" cast has the most Hot 100 entries with 204.