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Maggette was selected with the 13th overall pick in the 1999 NBA draft by the Seattle SuperSonics but was later traded to the Orlando Magic on draft night along with Dale Ellis, Don MacLean, and Billy Owens for Horace Grant and 2nd round draft picks from the 2000 and 2001 drafts. As a rookie in 1999–2000, he averaged 8.4 points and 3.9 rebounds over 77 games and scored a season-high 20 points on January 3 against the Detroit Pistons.