Just over a decade later, the acts now share the record for the most Hot 100 entries in the chart's 61-year history: 207 each.
On the latest, Jan. 25, 2020-dated Hot 100, Drake matches the Glee Cast, as Future's "Life Is Good," featuring Drake, soars onto the chart at No. 2.
Drake (who, like the Glee Cast, broke through on a school-set TV show, thanks to his role on Degrassi: The Next Generation, beginning in 2001) has consistently upped his count since his 2009 arrival, spending a record 431 consecutive weeks on the Hot 100 from his first week on the list through Aug. 19, 2017.
The Glee Cast, meanwhile, compacted its 207 Hot 100 entries through October 2013, before the show wrapped in March 2015. The cast (of rotating members) ran up its total by releasing multiple digital tracks, almost exclusively remakes of beloved pop hits, featured in each episode of the Fox series, with first-week fan purchases driving their chart runs.
Through the Hot 100 dated May 16, 2009 (the week before Drake first debuted and two weeks ahead of the Glee Cast's arrival), Elvis Presley led with 108 appearances, dating to the chart's Aug. 4, 1958, inception (two years after his career breakthrough). Rounding out the top five most frequent visitors to that point: James Brown (91), Ray Charles (75), Aretha Franklin (73) and The Beatles (71).
The Glee Cast passed Presley on the Feb. 26, 2011-dated Hot 100, when it debuted six songs, padding its total to a then-record 113. The act then held the honor by itself for eight years and 11 months until Drake's matching of the mark on the latest list.
Below is an updated look at the acts with the most Hot 100 entries to-date. Due partly to the collaborative nature of hip-hop, with songs often sporting featured acts, several genre stars' totals, including those for Lil Wayne, Kanye West and Nicki Minaj, have swelled in the past decade-plus.
Plus, such acts as Taylor Swift and Justin Bieber, along with Drake, have moved up the leaderboard in part due to multiple debuts in the weeks that new albums of theirs entered the Billboard 200; on July 14, 2018, when Drake's Scorpion opened atop the Billboard 200, he charted a single-week-record 27 titles on the Hot 100, including 25 from the set.
Most Hot 100 Entries All-Time
207, Glee Cast
163, Lil Wayne
109, Elvis Presley
107, Kanye West
106, Nicki Minaj
98, Chris Brown
96, Taylor Swift
91, James Brown
75, Ray Charles
74, Justin Bieber
73, Aretha Franklin
71, The Beatles
Additionally, thanks to "Life Is Good," Drake collects his 36th Hot 100 top 10, moving to within two of Madonna's record 38 and extending his record for the most among male acts. After Madonna and Drake, The Beatles rank third with 34 top 10s, followed by Rihanna (31) and Michael Jackson (30).
"Life Is Good" further marks Drake's milestone, and record-extending, 100th top 40 Hot 100 hit. He becomes the first artist to reach the triple-digit achievement, ahead of runners-up Lil Wayne and Presley, each with 81, with Swift (63) and Elton John (57) rounding out the top five.
Drake boasts five No. 1s among his Hot 100 haul. The Glee Cast tallied three top 10s: its covers of "Don't Stop Believin' " (No. 4, 2009) and Katy Perry's "Teenage Dream" (No. 8, 2010) and the original composition "Loser Like Me" (No. 6, 2011).