Prior to playing professionally, he attended North Knox High School in Bicknell, Indiana and then Indiana State University. He was drafted in the sixth round of the 2006 amateur draft by the Tampa Bay Devil Rays and began his professional career that year. With the Princeton Devil Rays in 2006, Ashley hit .333 with four home runs and 28 RBI in 47 games. The following year, with the Columbus Catfish, he hit .280 with 12 home runs, 60 RBI and 20 stolen bases - to date, all career highs. In 2008, Ashley hit .235 with four home runs and 26 RBI in 102 games with the Vero Beach Devil Rays. He split 2009 between the Charlotte Stone Crabs and Montgomery Biscuits, hitting a combined .230 with three home runs and 36 RBI. In 2010, he hit .249 with eight home runs and 47 RBI with the Biscuits and Durham Bulls. In 2011, he hit .263/.358/.384 with 8 HR and 48 RBI between Montgomery and Durham. In 2012, Ashley hit .271/.379/.458 with 6 HR and 18 RBI between Durham and the GCL Rays. Ashley elected free agency on November 2, 2012.\n', '

On November 22, 2012 Ashley signed a minor league deal with the Cincinnati Reds. He spent the entire 2013 season with the Louisville Bats, he finished batting .235 in 80 games with 6 home runs and 28 RBIs. On November 5, 2013, he became a free agent.\n', '

Ashley signed with the Pittsburgh Pirates on November 26, 2013. He spent the entire 2014 season with the Indianapolis Indians he finished batting .246 in 70 games with two home runs and 24 RBIs. On November 4, 2014, he became a free agent.\n', '

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