Doug Kaye of IT Conversations provides a good overview of how to monetize online content -- podcasting in his case -- in his wiki: The one question I'm asked about IT Conversations more than any other is, "What's your business model?" After 18 months, nearly 300 programs and now with the New Year looming, the time has come to answer that question. ¶ I'd like your help in deciding how to make IT Conversations self-sustaining. As is true for other podcasters (if you can call IT Conversations a podcast) this is virgin territory. No one really knows what will work and what won't. But if any business model is to be successful it's got to meet the needs of the listeners without whom there would be no business to model. ... Link: IT Conversations Wiki.