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In 2009, Brown received significant media attention after pleading guilty to felony assault of his then girlfriend, singer Rihanna; he was sentenced to five years of probation and six months of community service. Tina Davis, senior A&R executive at Def Jam Recordings, was impressed when Brown auditioned in her New York office, and she immediately took him to meet the former president of the Island Def Jam Music Group, Antonio "L. Brown asked her to be his manager, and once Davis accepted, she promoted the singer to labels such as Jive Records, J-Records and Warner Bros. According to Mark Pitts in an interview with Hit Quarters, Davis presented Brown with a video recording, and Pitts' reaction was: "I saw the potential ...His third album Graffiti was released later that year, and included the top-twenty single "I Can Transform Ya". I didn't love all the records, but I loved his voice.Like my style nowadays, I don't try to be typical urban.I want to be like how Prince, Michael and Stevie Wonder were.In November 2007, Brown starred as a video host for St.Jude Children's Research Hospital's Math-A-Thon program. He showed his support by encouraging students to use their math skills to help children with cancer and other catastrophic diseases.
The song peaked at number 17 on the US Hot R&B/Hip-Hop Songs chart, and number eight on the US Hot Rap Songs chart.
His second album Exclusive (2007) spawned his second Hot 100 number one "Kiss Kiss", in addition to "With You" and "Forever". Apart from his work in the music industry, Brown has pursued an acting career.
The album was also certified double platinum by the RIAA. In 2007, he made his on-screen feature film debut in Stomp the Yard, and appeared as a guest on the television series The O. Other films Brown has appeared in, include This Christmas (2007), Takers (2010), Think Like a Man (2012), and Battle of the Year (2013).
On August 17, 2006, to further promote the album, Brown began his major co-headlining tour, The Up Close and Personal Tour.
Due to the tour, production for his next album was pushed back two months. Jude Children's Research Hospital received ,000 in ticket proceeds from Brown's 2006 "Up Close & Personal" tour.
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It wasn't a problem because I knew that he could sing, and I knew how to make records." Brown ultimately chose Jive due to its successful work with then-young acts such as Britney Spears and Justin Timberlake.