Your first and most important move is to find something OUTSIDE of the U.S for your streamcast provider. The latency may be a bit more, but with high speed internet these days, it shouldn't cause too many issues. What you essentially need to do is to bypass U.S laws regulating internet radio by using an out of country provider, otherwise you will eventually get caught and the FCC will shut you down and make absolutely sure you pay the back owed royalties.
The average legitimate I-station in the U.S pays between 5k-10k in monthly royalty fees just to play the music they want to. So be careful how you go about this, the last thing you need to do is get yourselves in trouble.
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