Drafted by the Chicago White Sox in the 3rd round of the 2002 Major League Baseball Draft out of Louisburg College, Rupe was acquired by the Texas Rangers along with Frank Francisco and minor leaguer Anthony Webster to complete an earlier trade for Carl Everett in July 2003.
He attended graduate school in theology and worked as a reporter for the Church of the Brethren before teaching English at Louisburg College, in Louisburg, North Carolina.
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