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On November 3, 2006, the Dayton Dragons, the Single-A affiliate of the Cincinnati Reds named Bragg the team's hitting coach for the 2007 season. This is Bragg's first coaching experience.

His most notable time in the majors came after he was traded to the Boston Red Sox by the Seattle Mariners for Jamie Moyer and immediately excelled in his new environment. For the second half of 1996, Bragg started in center field, deposing Lee Tinsley, a future coach for the Seattle Mariners, Bragg's former team. He continued his strong play and started almost every day for the Red Sox throughout 1997, despite the previous winter's signing of Shane Mack. The following year, he fell into a platoon arrangement with Darren Lewis and Damon Buford between right and center field. He was subsequently released by the Red Sox and became a notorious journeyman, receiving the most playing time with the St. Louis Cardinals and Atlanta Braves.

Bragg attended Georgia Tech, and in 1989 he played collegiate summer baseball with the Cotuit Kettleers of the Cape Cod Baseball League. He was selected by the Mariners in the 22nd round of the 1991 MLB Draft.

Darren William Bragg (born September 7, 1969) is an American former baseball outfielder who played 11 seasons in Major League Baseball (MLB). He played for the Seattle Mariners (1994–1996), Boston Red Sox (1996–1999), St. Louis Cardinals (1999), Colorado Rockies (2000), New York Mets (2001), New York Yankees (2001), Atlanta Braves (2002–2003), San Diego Padres (2004), and his final team, the Cincinnati Reds (2004).