La'ron was born in Cleveland, Ohio. When asked about his earliest musical memory in an interview with DIY magazine, La'ron recalled recording a "horrible" freestyle rap on a cassette toy his mother gave him when he was around 10 years old.
KennyHoopla began posting songs to his SoundCloud page in 2016. On October 5, 2016, he released an EP titled Beneath the Willow Tree to SoundCloud, which consisted of some of the tracks he had posted throughout the year, as well as some new songs. The EP received acclaim from several music blogs, who considered him an artist to watch. On October 26, he uploaded the song "Cave" to SoundCloud, which became his most streamed song on the site at the time.
On August 6, 2017, he released his commercial debut single "Waves", along with a music video. This was followed by "Sickness" in 2018. On February 1, 2019, he released the single "Lost Cause", which became his most popular song at the time and gained him more exposure. Its music video was released on February 6. This was followed by "Sore Loser" on September 18, which was also positively received.

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