This case study followed two junior high English teachers for the first year of a 1:1 device program in which each student was given a Chromebook. The aim was to discover how the participants used the computers and their beliefs regarding the pedagogical benefits of the technology through a series of semi-structured interviews. Students’ responses were analyzed with a Likert-scale questionnaire and open-ended questions to determine if how the teachers utilized the devices led to differing perceptions regarding their usefulness, ease of use, and attitudes. Examples of student presentations were examined to ascertain how the teachers’ utilization of the devices influenced produced work. Although teachers varied in the manner, frequency, and purpose with which they employed the Chromebooks, both sets of students responded positively to their implementation, but had differing concerns regarding the technology. With 1:1 devices programs becoming ubiquitous, such case studies can contribute to the collective learning experience.