Lil Wayne has won several awards during his career. His recognitions include a 2008 Grammy Award for Best Rap Song for “Lollipop.” He also won a Grammy Award in 2016 for Best Rap Performance for the song “No Problem.” Other recognitions include Video Music Awards, a People’s Choice Award, a Billboard Music Award, and BET Awards. Lil Wayne had a big accomplishment on September 27, 2012, when he broke Elvis Presley’s record for having the most songs on the Billboard Hot 100 chart, with 109 songs.