We use a continuous improvement model to evaluate an information design assignment by analyzing 120 student drafts and finals alongside instructor feedback. Using data from across sections (N = 118), we illustrate a process focused on improving student learning that other technical and professional communication program administrators and faculty can follow, while also offering insights into ways programs can assist a contingent labor force with improving pedagogical practice. This study provides insights into assignment design through data-driven evidence and reflective work that is necessary to help continuously improve a service course and to assist students in meeting learning outcomes.