The Slashdot Broadcasting Network?

OrigamiSlayer asks: "Mr. Fantasy and I were talking about the article a while back on low power radio station licenses. We were wondering what would need to be done logisticly to get a bunch of these licenses across a wide geographic area and then syndicate a broadcast to them via the internet. That would give someone half a chance to compete with corporate radio and might almost be possible. Any ideas?" Aside from security, what other things would one need to worry about?