His second studio album Souljaboytellem.com (2007) was his most successful album to date. However, his next two albums, iSouljaBoyTellem (2008) and The DeAndre Way (2010) did not match the commercial success of his debut, despite the success of several singles across both albums, such as "Kiss Me Thru the Phone", "Turn My Swag On" and "Pretty Boy Swag".
Way was born in Chicago and moved to Atlanta at the age of six, where he became interested in rap music. At age 14, he moved to Batesville, Mississippi, with his father who provided a recording studio for Way to explore his musical ambitions. In November 2005, Way posted his songs on the website SoundClick.
Following positive reviews on the site, he established accounts on YouTube and Myspace. In March 2007, he recorded "Crank That" and released his first independent album Unsigned & Still Major: Da Album Before da Album, followed by a low-budget video demonstrating the "Crank That" dance. By the end of May 2007, "Crank That (Soulja Boy)" had received its first airplay and Way met with Mr. Collipark to sign a deal with Interscope Records.
On August 12, 2007, the song was used on the television series Entourage, and on September 1 it topped the US Billboard Hot 100 and Hot RingMasters charts. Way's major label debut album, Souljaboytellem.com, was released in the United States on October 2, peaking at number four on both the Billboard 200 and Top R&B/Hip-Hop Albums charts. The album was reportedly recorded using just the demo version of FL Studio.
For the 50th Grammy Awards, Way was nominated for Best Rap Song with "Crank That (Soulja Boy)", but lost to Kanye West and T-Pain's "Good Life". Souljaboytellem.com received a favorable review from Allmusic, but received mainly negative reviews from other sources such as Entertainment Weekly. Several reviewers credited Soulja Boy with spearheading a new trend in hip-hop, while speculating he would likely be a one-hit wonder.