As Scott Boras clients are wont to do, RHP Andrew Brackman signed a 4 year/$4.55 million major league contract (up to $13 million with options, which would have been a draft record amount) at the amateur draft signing deadline in August 2007. That remains the highlight of Brackman's career.

Shortly after signing, the Yankees confirmed what they already knew about him - he needed Tommy John surgery - but didn't dissuade them from picking him and, basically two weeks after signing, he underwent the surgery. It's been downhill from there, as Brackman never solved control issues.

The Yankees exercised one of their options on Brackman but cut bait with him after the 2011 season. The Reds picked him and he pitched badly at various stops in their system during 2012. After signing the 27 year old to a minor league contract, now the White Sox will look to be the ones to unlock his potential.

And there certainly (still) is some. The man does have pedigree. He was rated as one of the top 5 or 10 players in the 2007 draft. Despite the surgery, Keith Law rated Brackman as one of the top 100 prospects prior to the 2008 season. Brackman didn't even make his pro debut until the 2009 season but still was listed as one of the Yankees' top ten prospects by both Baseball America and Baseball Prospectus.