Miles was originally drafted by the Houston Astros in the 19th round of the 1995 amateur draft. He played in the Astros minor league system through 2000, making it as high as Class-A+ with the Kissimmee Cobras in 2000, where he hit .292 in 75 games. He was a member of the Midwest League All-Star team in 1999.\n', '

He was selected by the Chicago White Sox in the minor league portion of the Rule V Draft in 2000. He played with the Double-A Birmingham Barons in 2001-2002. In 2002, he was the Most Valuable Player of the Double-A Southern League while hitting .322 for the Barons. He was promoted to Triple-A with the Charlotte Knights in 2003 and was the International League Rookie of the Year. He made his Major League debut on September 11, 2003 against the Minnesota Twins as a pinch hitter and recorded his first hit on September 18, also against Minnesota. In eight games with the White Sox, he had four hits (including three doubles) in 12 at-bats.\n', '

Miles was traded to the Colorado Rockies on December 2, 2003 for Juan Uribe. He appeared in 134 games with the Rockies and finished fourth in the voting for the 2004 National League Rookie of the Year, while hitting .293 in 134 games.\n', '

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