Pride was born in Tuscaloosa, Alabama. He attended Tuscaloosa Academy and the University of Alabama and was a member of the golf team. He was named All-Southeastern Conference his junior and senior years. He turned pro in 1992.
Pride has about a dozen top-10 finishes in PGA Tour events including a win at the Federal Express St. Jude Classic during his rookie season. He won that event with a birdie on the first extra hole of a playoff with Hal Sutton and Gene Sauers. His best finish in a major was T-28 at the 2003 U.S. Open.
Pride developed severe health problems in 2002 (gall bladder, pancreatitis) which severely limited his playing time. Since recovering, he has split his playing time between the PGA Tour and the Nationwide Tour. He lives in Orlando, Florida. He is identified as a fan favorite at tournaments due to his casual style of play and friendliness.