This paper outlines hurdles to using the World Wide Web for learning, specifically in a collaborative knowledge-construction environment. Theoretical solutions based directly on existing Web environments, as well as on research and system prototypes in the areas of Intelligent Tutoring Systems (ITS) and ITS authoring systems, are suggested. Topics discussed include: (1) education for the 21st century--global issues grounded in the local community; (2) the complexity of our understanding of the world in some areas of science, resulting in increasing difficulty in relating the interrelations and subtleties to a classroom of passive learners; (3) hurdles toward reaching a learning Web, including relevant Web and hypertext background, problems with implementing workgroup annotations, and media-based authoring; (4) MeTaL (meta-tool for active learning), a knowledge-based tool for collaborative knowledge construction; (5) project-based learning in the global village; (6) the form versus content issue, moderators, voting, verbal skills, and democracy; (7) MeTaL hurdles, including computer science issues, databases, and machine learning; and (8) MeTaL design contributions. Contains 17 system references and 16 references. (DLS)