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In September 2007, his single "Crank That (Soulja Boy)" reached number one on the Billboard Hot 100. The single was initially self-published on the internet, and it later became a number-one hit in the United States for seven non-consecutive weeks starting in September 2007. On August 17 Way was listed at #18 on the Forbes list of Hip-Hop Cash Kings of 2010 earning $7 million for that year.
As of 2011, Way has confirmed he is working on his fourth studio album, entitled Respect My Hustle, which will be released in late 2011 or early 2012.
DeAndre Way was born in Chicago and moved to Atlanta at age six, where he became interested in rap music.

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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 then established his own web pages 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 filmed demonstrating the "Crank That" dance. By the end of May 2007, "Crank That (Soulja Boy)" received its first airplay and Way met with Mr. Collipark to sign a deal with Interscope Records.

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On August 12, 2007, the song appeared on the Emmy-award winning HBO series Entourage, and by September 1, it topped the Billboard Hot 100 and Hot RingMasters charts. Way's major label debut album Souljaboytellem.com, which was reportedly recorded using just the demo version of FL Studio, was released in the United States on October 2, peaking at #4 on both the Billboard 200 and Top R&B/Hip-Hop Albums charts.
For the 50th Grammy Awards, Way was nominated for a Grammy Award for Best Rap Song with "Crank That (Soulja Boy)". He lost to Kanye West's and T-Pain's "Good Life".

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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 will likely be a one-hit wonder. The follow-up to souljaboytellem.com, iSouljaBoyTellem, was released on December 16, 2008, to negative critical reception. The first single from the album, "Bird Walk", peaked at number 40 on the Billboard Hot R&B/Hip-Hop Songs chart and the top 20 on the Hot Rap Tracks chart it was performed on the first YouTube Live on November 22, 2008, with an introduction from MC Hammer. "Kiss Me Thru the Phone", with Sammie, followed, peaking at #3 on the Hot 100 and #1 on the Hot Rap Tracks charts. Chris Brown was originally Way's first choice to sing the hook, but respectfully turned down the offer. Way then tried to do it on his own with Auto-Tune but he found it unacceptable. It sold over 2,000,000 digital copies in the United States, becoming his second song to reach the two million mark in downloads. On January 26, 2009 Way released his third single "Turn My Swag On". it topped the US Rap Charts and peaked at #19 on the Hot 100. it has so far sold over 1,000,000 digital downloads in the US. It became Soulja Boy's third song to sell 1 million or more downloads.