This chapter investigates the challenges and needs that should be addressed in teacher preparation for educational technology. It presents a study which analyzed 30 preservice elementary school teachers´ lesson plans, representing their first attempts to design a web-based lesson. The analysis focused on the types of activities they had designed, the characteristics of the web resources they had selected, and the scaffolding techniques they had planed to use to support their students. Most preservice teachers designed either open-research or over-structured student activities that focused on information retrieval. Overall, they demonstrated a limited repertoire of techniques to scaffold elementary students with web learning beyond the level of information search and factual information extraction. Also, many students did not utilize the full range of online information resources and selected inappropriate websites. Study findings highlight that, in order to use the Internet productively and creatively, teachers need to develop complex forms of knowledge that require the integration of knowledge about technology, pedagogy, and content.