Mahoney attended Catholic Central High School in Troy, New York and then University of Richmond. While with the University of Richmond in 2005, he hit .268 with nine home runs and 41 RBI. In 2006, he hit .356 with five home runs and 49 RBI and in 2007 – his final year with the school – he hit .305 with 17 home runs, 62 RBI and 16 stolen bases. In 2004, he took Amsterdam Rams pitcher Kyle Cetnar deep over the center field wall for a mammoth home run blast. This is still considered one of the longest home runs in Big 10 history and school history at CCHS.\n', '

He was drafted by the Baltimore Orioles in the sixth round of the 2007 amateur draft and began his professional career that season.\n', '

With the Aberdeen IronBirds in 2007, Mahoney hit .269 with nine home runs and 44 RBI in 65 games. The following year, with the Delmarva Shorebirds, Mahoney hit .222 with seven home runs and 61 RBI in 95 games. In 2009, Mahoney played for the Shorebirds and Frederick Keys, hitting a combined .278 with eight home runs, 58 RBI and 29 stolen bases. He played for the Keys and Bowie Baysox in 2010, hitting .307 with 18 home runs, 78 RBI and 13 stolen bases. He won the Orioles 2010 Brooks Robinson Minor League Player of the Year Award.\n', '

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