The 6-foot 9-inch, 247-pound (2.06 m, 112 kg) Reid starred at Kempsville High School in Virginia Beach, being named the 1986 Gatorade and USA TODAY player of the year. He was ranked #1 by Bob Gibbons of All-Star Sports, and certified his reputation by getting 29 points in the Capital Classic, and 23 points in the McDonald's Game, being MVP of both games. One of most highly recruited players of his time, he went on to become a top pro prospect, playing college basketball at the University of North Carolina.
After being drafted by the Charlotte Hornets in first round (5th overall) of 1989 NBA Draft Reid started Hi-Top Fade Records a hip hop record company based in his home town of Virgina Beach, VA. Hi-Top Fade Records was instrumental in launching careers of Blackstreet and The Neptunes. A long-standing feud started between Reid and fellow Virginia Beach producer Teddy Riley over royalty rights to the group Blackstreet. In February 1996 in a New York City club after a reported argument with Teddy Riley over Blackstreet royalties Reid was allegedly held down by Bobby Brown and Keith Sweat while Big Daddy Kane shaved the top of Reid's hi-top fade. The next day February 25, 1996 in a game against the Phoenix Suns A. C. Green mentioned the incident at the New York City club before Reid hit him with a vicious right elbow in the mouth during the fourth quarter of the game knocking out two of Green's teeth. Reid was suspended for two games and fined $10,000 for intentionally throwing an elbow and knocking out two of A. C. Green’s teeth.
After his NBA career, he competed to become an analyst on the former ESPN TV show Dream Job, but lost. In 2011, he was named an assistant coach for Patrick Henry Community College.