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On November 21, 2007, Brown appeared in This Christmas, a family drama starring Regina King.To further support the album Exclusive, Brown embarked on his The Exclusive Holiday Tour, visiting over thirty venues in United States.
Brown stated, "I picked Jive because they had the best success with younger artists in the pop market, [...] I knew I was going to capture my African American audience, but Jive had a lot of strength in the pop area as well as longevity in careers." After being signed to Jive Records in 2004, Brown began recording his self-titled debut studio album in February 2005.
His third album Graffiti was released later that year, and included the top-twenty single "I Can Transform Ya". 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 ...
I didn't love all the records, but I loved his voice.
By May, there were 50 songs already recorded, 14 of which were picked to the final track listing.
"I write about the things that 16 year olds go through every day," says Brown.