Bennett originally founded Lyrical Lemonade as an online blog while he was a high school student in Plano, Illinois. The blog's name was given to him by his mother who also gave him cameras. He began directing music videos for local Chicago rappers, including Vic Mensa and Taylor Bennett and uploaded them to the Lyrical Lemonade channel along with live show recaps, cyphers and documentaries and interviews.The channel then grew into different sub-genres of hip hop beyond the local Chicago scene, including the emerging Soundcloud rap sub-genre. In 2016 and the beginning of 2017, he started to earn recognition for his work with artists such as Famous Dex, Lil Pump, Smokepurpp and Ski Mask the Slump God. On April 7, 2017, he released his debut short film "Lone Springs". In August 2017 He directed the music video for the Lil Xan single, "Betrayed", which was awarded Platinum by the RIAA in the year 2018. He produced music videos for many popular songs, including "Betrayed", "Ski Mask the Slump God", "BabyWipe", "Red Roses" by Lil Skies, "Nowadays" as well as "Bounce Out with that" by YBN Nahmir.
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