Diggy Simmons released his debut mixtape, The First Flight, in 2009.[1][2] More than 100,000 people downloaded the album from Simmons' blog.[3] Following the album's release, according to Simmons, five record labels showed interest in signing him; he chose Atlantic Records.[4] Early in 2010, Simmons uploaded a video of himself freestyling over the Nas song, "Made You Look". The video became a viral hit[1] and garnered praise from Kanye West, who responded on Twitter: "I knew this kid was [going] to be fresh. I knew it!"[5]