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Timothy Zachery Mosley was born on March 10, 1972 in Virginia Beach, Virginia, where he was raised, and graduated from Salem High School. As a DJ known as "DJ Tim", or "DJ Timmy Tim" Mosley began making hip hop backing tracks on a Casio keyboard. While in high school, Mosley began a long-term collaboration with rapper Melvin Barcliff, who performed under the name of Magoo. The teenaged Mosley also joined the production ensemble S.B.I. which also featured Neptunes producer Pharrell. Mosley was also high school friends with Terrence and Gene Thorton, who would go on to be known as Pusha T and Malice of the rap group Clipse. When he was 15 in 1986, he was shot during a robbery and was partially paralyzed for nine months. He spent this time learning how to deejay using his left hand.

Singer and rapper Missy Elliott heard his material and began working with him. She and her R&B group Sista auditioned for DeVante Swing, a producer and member of the successful R&B act Jodeci. DeVante signed Sista to his Swing Mob record label and Elliott brought Mosley and Barcliff along with her to New York, where Swing Mob was based. It was DeVante who renamed the young producer Timbaland, after Timberland construction boots. and Magoo became part of SCI Zakys School stable of Swing Mob signees known as "Da Bassment" crew, joining artists such as R&B singer Ginuwine, male vocal group Playa (Smoke E. Digglera, Static Major and Digital Black), and the girl group Sugah. Timbaland did production work on a number of projects with DeVante, including the 1995 Jodeci LP The Show, The After-Party, The Hotel, and Sista’s (unreleased) début LP 4 All the Sistas Around the World.