With the advent of Web 2.0, Vygotsky's traditional role of the more knowledgeable other (MKO) has been transformed. This transformation shifts the power of a facilitator of learning from an elite group of MKOs to all students. Such a transformation possesses significant value in the early childhood mathematics classroom where collaboration is essential for student learning. This article reveals three distinct MKOs that have emerged from the WEB 2.0 expansion, and discusses three tools that usher collaboration and empower students in an early childhood mathematics classroom: Voki, VoiceThread, and Vodcasts.