Item: O'Reilly has uploaded some of the presentations from the Tools of Change (TOC) conference in New York two weeks ago. Although I enjoyed the conference, I was surprised by the tension between the old guard - hard goods contingent and a somewhat wifty "digital solves everything" group. Most O'Reilly conferences are a bit more hard core. I missed this presentation by Kirk Biglione, but the uploaded PDF is a compelling review of the mistakes made by the music industry in the jump to digital.
Item: You should check out Chris Anderson's post on his new "FREE" meme at Wired. It's entertaining reading and has a lot of implications for digital media (and could have the legs of his last meme). I think that the characteristics of your digital offering defines the business model, not vice versa, but "FREE" is a great new investigation of digital goods.
Item: "Apple's iTunes will likely whip past Wal-Mart Stores to become the largest U.S. music retailer sometime this year." See the CNET post.