Wasn't there a similar case a few years ago of a player trying that, and having it backfire on him? At least back then, once you were drafted, you couldn't be a free agent until after the next draft was held - and if you got drafted again the new team had your rights. Has that changed with the new CBA? edit: I found the player I was thinking about - Matt Harrington, who was drafted in 5 consecutive years (2000-2004) but ended up not signing for any of them. He played indy ball and finally, after not being drafted in 2005, he signed a minor league contract with the Cubs in late 2006, only to be released before the 2007 season started.