Ah i got it working with help from:
http://forums.winamp.com/showthread.php?t=353691
you just need some command line switches, and in my case because i am running from a task, a batch file. here is an example. You simply duplicate your appdata folder (such as calling it winamp2), and then...
Just a note for anyone else wanting to do this, it seems that at some point, winamp started storing its configuration centrally in %appdata% folder. So copying the winamp folder does not work, as when you change the destination audio source, it updates appdata and is changed for all players...
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