In 2024, Miles was named infield and third base coach of the newly formed Oakland Ballers of the Pioneer League.

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.

Miles was traded by the Rockies to the St. Louis Cardinals on December 7, 2005 (with Larry Bigbie) for Ray King.

On September 20, he pitched the 9th inning against the Houston Astros and was touched for three hits, including a two-run home run by J. R. Towles.

With the Phillies leading, 20–2, Miles came in to finish off the game with a perfect 9th inning while striking out Jimmy Rollins.

[3] Miles re-signed with the Cardinals for a one-year deal on January 4, 2008, after a non-tender and short free-agency status in December 2007.

[4] On July 20, 2008, Miles got his first walk-off hit, a one-out grand slam to beat the San Diego Padres, 9–5.

On December 3, 2009, Miles was traded along with Jake Fox to the Oakland Athletics for Jeff Gray and two minor league prospects.

On February 7, 2011, Miles signed a minor league deal with the Los Angeles Dodgers with an invitation to spring training.

He had his first home run as a Dodger and first in over 530 at-bats [over two years] vs Minnesota Twins starter Brian Duensing at Target Field on June 28, 2011.

Miles played in 136 games with the Dodgers, the most of his career, primarily due to injuries to Juan Uribe and Casey Blake.

In 2023, Miles was to appear as manager for the Dublin Leprechauns inaugural season of the Pecos League, but only assisted in a few games instead.

[10] In 2024, Miles was named infield and third base coach of the newly formed Oakland Ballers of the Pioneer League.