Oliver was ruled ineligible by the NCAA in 2008,resulting from an allegation by a potential agent. He sued the NCAA,and received a settlement of $750,000.[3]
On December 11,2014,Oliver was selected by the Philadelphia Phillies in Round 2 of the Rule 5 Draft selection.[9] After being outrighted to Triple-A,he elected free agency on April 4.[10]
On July 17,2015,Oliver signed a minor league deal with the Baltimore Orioles organization. He made 16 appearances for the Triple-A Norfolk Tides,logging a 3.72 ERA with 34 strikeouts in 29 innings pitched. On January 18,2016,Oliver re-signed with the Orioles on a minor league contract.[12]
Oliver opted out of his contract on June 3,2016.[13] On June 16,Oliver re-signed with Baltimore on a new minor league contract. In 28 games (14 starts) for Norfolk in 2016,Oliver registered a 3.43 ERA with 84 strikeouts in 86+2⁄3 innings of work. He elected free agency following the season on November 7.[14]
Milwaukee Brewers
On December 15, 2016, Oliver signed a minor league contract with the Milwaukee Brewers that included an invitation to spring training.[15] In 16 games for the Triple-A Colorado Springs Sky Sox, he struggled to a 7.59 ERA with 20 strikeouts across 21+1⁄3 innings pitched. Oliver was released by the Brewers organization on June 22, 2017.[16]
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