There exists discrepancy between the skills possessed by Human Computer Interaction (HCI) students and the expectations of user experience (UX) industry. This skill gap lowers HCI students’ successful transition from academia to the field of UX. To reduce the skill gap, HCI educators have started to integrate experiential learning techniques into their teaching, ranging from workshops to service learning and industrial internships. In joining their efforts, we have created an innovative usability training known as Collaborative Learning of Usability Experiences (CLUE) for HCI students of all levels. In this paper, we detail CLUE’s unique experiential training components—UX Internship, Short Courses, Workshops, and Knowledge Transfer—and we report the assessment of the program by evaluating our graduates’ job placement and their academic achievement and also by examining our UX industry partners’ evaluation of the program and student interns on five important UX skills.