This chapter describes an empirical investigation into the revenue streams of online content providers in New Zealand. It extends previous academic literature by taking a broader scope and a unique geographic focus (New Zealand). Framed according to a proposed integrated classification of revenue streams and supporting features, which identifies six revenue streams and four supporting features, the study investigates the satisfaction levels of content providers with the revenue stream(s) they use, the issues faced in generating revenue and whether the supporting features support the revenue generating capacity of content sites. After applying certain eligibility criteria, 36 sites comprised the target population of which 11 were represented. Web site examinations coupled with a mixture of face-to-face and e-mail interviews with senior managers comprised the data collection instruments. Respondents used all six revenue streams to monetize their online content. A profile of revenue stream usage, satisfaction levels with revenue stream performance, the issues surrounding revenue generation and the contributions of supporting features are presented.