Bootcheck played collegiately for the Auburn Tigers of the Southeastern Conference. He attended Michigan City (Rogers) High School for two years and La Porte High School for two years. He made his major league debut with the Anaheim Angels on September 9, 2003.\n', '

On May 2, 2006, Bootcheck was hurt while running from the bullpen to the mound during the Angels\' brawl with the Oakland Athletics. He was placed on the disabled list with a hamstring injury and missed most of the season.\n', '

He became a free agent after the 2008 season and signed a minor league contract with the Pittsburgh Pirates.\n', '

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