http://bugs.winehq.org/show_bug.cgi?id=23636
--- Comment #3 from Andrew Nguyen arethusa26@gmail.com 2010-07-13 13:25:15 --- Make sure to set the working directory to the iTunes executable directory. Also:
err:winediag:FILE_CreateFile Too many open files, ulimit -n probably needs to be increased
Do you need to raise this?