According to the Billboard Hot 100 list, Lil Wayne’s biggest hit is the autotuned wonder we heard everywhere in the mid-2000s, whether we liked it or not: “Lollipop.” Well, technically, it’s “Lollipop,” but more on that later. The track did so well, in fact, it even won the rapper a Grammy for Best Rap Song in 2008.
Considering Weezy has been making music for decades, and he’s not showing any signs of stopping, critics may be quick to judge his “greatest” hit as a different song entirely. As per Billboard‘s critics’ picks, “A Milli” seems to come out top — mostly for its lyricism “while executing a flow faster than some of his more recognizable mid-tempo tracks.”
Nonetheless, nothing seemed to get in the way of “Lollipop.” A cultural phenomenon, it was the biggest selling ringtone of 2008, featured a cameo by a then-unknown and baby-faced Tyga, and, in 2010, it would be ranked by Complex as No. 4 on their Greatest AutoTune Songs list.
Written by: Nicki