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Before playing for the Double-A Springfield Cardinals, the Miami Springs, FL native attended the University of Miami. During the 5th round of the 2009 draft, Ryan Jackson was selected by the Saint Louis Cardinals. The short-stop was the 159th overall pick in the 2009 amateur entry draft. He has also played for the Batavia Muckdogs in 2009 and the Quad Cities River Bandits and the Palm Beach Cardinals in 2010. During 2011, while playing for the Springfield Cardinals, he has received the honors of TEX Player of the Week and TEX mid-season All-Star.