In this article, the authors argue that educational technology is chiefly and increasingly being used as a tool for the privatization of education and the commodification of people by way of top down evaluative structures put in place by governments in collusion with neoliberal interests. This analysis began as a study that sought to illuminate the reasons why teachers in Taiwanese technical colleges have been reluctant to integrate educational technologies for actual instruction. However, what the authors actually found was that teachers in Taiwan are experiencing a forced obsession with top down evaluations and these evaluations are locking teachers in what may be called an amplifying causal loop. By looking up the proverbial food chain of the top-down evaluations, the authors found socio-political and economic forces at work that were less Taiwanese and more global in scope and character and less about teachers and classrooms and more about the rise of educational administration for neoliberal advancement. This article argues that a collusion between neoliberal interests, an obsession with evaluation, and the uninterrogated implementation of educational technologies are giving rise to processes that are wreaking havoc on the Taiwanese education system and similar processes are at work throughout the world.