Pride was originally signed by the New York Mets, but reached the major leagues with the Montreal Expos in 1993. At that time, he became the first deaf player in the majors since Dick Sipek in 1945. A left-handed hitter, with good plate discipline, and considerable speed, he never played regularly in the majors. Instead, he pinch hit or played in the outfield, usually left or right, as an injury replacement, and is regarded as an excellent fielder with a strong arm. His first Major League hit was September 17, 1993 in Montreal. Pride's first four hits in his major league career were a double, triple, home run, and single. Pride became a free agent before the 1996 season and signed with the Detroit Tigers, where he played well in a part-time outfield role. With fewer than 300 plate appearances in 95 games, he compiled career-high numbers in batting average, home runs, RBI, runs, hits, doublestriples, and stolen bases. He was expected to gain more at bats in future seasons as a result. But 1997 found him on the disabled list and he was released and signed by the Red Sox. After that, he played with the Braves, returned to Boston and Montreal, and saw a little action with the Yankees. He was signed by the Anaheim Angels in the 2004 season and was called up from Triple-A Salt Lake Stingers. In 2005, he was signed to a minor league contract with the Angels and was called up after an injury to Vladimir Guerrero. He was returned to the minors after Guerrero recovered from the injury. After spending 2007 spring training as a non-roster invitee for the Angels, he was assigned to start the season as a member of the Salt Lake Bees. Pride signed with the Southern Maryland Blue Crabs of the independent Atlantic League on April 15, 2008. He was released by the Blue Crabs on August 23, 2008. In an eleven-season major league career, Pride batted.250 with 20 home runs and 82 RBI in 421 major league games.
When he is not playing baseball, Pride and his wife Lisa are actively involved in the Together With Pride foundation, which aids hard-of-hearing children through a hearing aid bank, according to the foundation's website. There are several activities the foundation supports or hopes to support, such as a scholarship program, literacy, and mentoring. In 1996, Pride received the Tony Conigliaro Award, given annually to an MLB player who best overcomes adversity through the attributes of spirit, determination, and courage. In 2016, he won the prestigious Henry Viscardi Achievement Awards.He keeps homes in both the Washington, D.C. area and Wellington, Florida.