this explains it all on how to broadcast your own station, what you need, programs, and any problems you have running or installing.
http://forums.winamp.com/showthread.php?threadid=187583
it sounds complicated but its really not. only complicated part is getting past your router unless you are hosting it on a website server thats a different story then.
i didnt run a station in almost 2years so any problems running your own i wouldnt be able to help.