Disclaimer, I know nothing of how the media world works. That said, is it possible to think that the Trib or Sun Times would contract (read: pay) a guy like Jesse Kramer to publish his work on their websites, or heaven forbid in print? Just check his recaps of the CBI games, great stuff. He writes on LUC, UIC, Valpo, Chicago St...obviously the schools that the papers don't employ a staff to cover. I think having consistent, dynamic coverage in the mainstream media would go a long way. Maybe if they don't want to employ a staff they'd at least pay an independent writer. I have no idea if Jesse would want to do this, either.
However, like I said, don't know anything about how media works. And since this seems to be simple and make sense, there's probably a flaw to the idea.
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