Career
He currently serves as the pitching coach for the Cleveland Indians. He was traded from the Rays to the Angels before the 2002 season. He was the Angels 5th starter at the end of the 2002 season when Aaron Sele went down with a shoulder injury.
He pitched well down the stretch and earned a World Series ring with the Angels.
He was released by the Angels and picked up by the Texas Rangers at the end of 2003, and finished his Major League career with them in 2004. After the 2004 season, he went on to play in Asia.
From 2005 to 2007, he played for the Hyundai Unicorns in the of Korea Baseball Organization where he was a two-time League All-Star. In ("05 and "06), he combined for a total of 30 wins (16-9 in "05 and 14-7 in "06).
After being sidelined by an elbow injury in 2007, Callaway served as the interim Head Coach Texas Agricultural and Mechanical International University in 2008.
Callaway finished his career with a professional combined record of 116-72 and is the winningest pitcher in American Automobile Association Durham Bulls history. Retiring after the 2009 season, Callaway began his professional coaching career in the Cleveland Indians organization in 2010 as the pitching coach for the Lake County Captains, champions of the Midwest League. In 2011 he was the pitching coach for the Carolina League runner-up Kinston Indians.