Bennett originally founded Lyrical Lemonade as an internet blog when he was a high school student in Plano, Illinois. His mother came up with the name of the blog and also gave him a video camera. He began directing music videos for local Chicago rappers, including Vic Mensa and Taylor Bennett, which he uploaded onto the Lyrical Lemonade channel, along with live show recaps, cyphers, documentaries and interviews.[3]