Greenwood was drafted by the San Diego Padres in the 14th round, with the 414th overall selection, of the 2009 Major League Baseball Draft out of the University of Rhode Island, where he played college baseball for the Rhode Island Rams baseball team. \n', '

He was acquired by the St. Louis Cardinals as part of a three-team trade on July 31, 2010, in which the Padres acquired Ryan Ludwick, the Cleveland Indians acquired Corey Kluber, and the Cardinals also added Jake Westbrook.\n', '

The Cardinals called Greenwood up to the majors for the first time on June 15, 2014, when his contract was purchased from the Triple-A Memphis Redbirds. He made his major league debut on June 16, 2014, and pitched for the Cardinals again the next season. He was designated for assignment by the Cardinals on September 9, 2015.\n', '

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