First gained recognition on YouTube and Vine through his affiliation with the popular Vine group Magcon Boys alongside Nash Grier, Cameron Dallas and others. He released his first single "Life of the Party" in June 2014. His self-titled debut EP reached number one on the iTunes charts in under 40 minutes upon being released in July 2014.
He created his popular YouTube channel in January 2011. He learned how to play the guitar through watching YouTube videos.
He won the Best Cover of A Great Big World's "Say Something" competition over more than 30 other YouTubers. In 2014, he won a Teen Choice Award for Most Popular Web Star in the music category.