The authors present insights from the creation of an "Industry Liaison" (IL) role in a graduate program in Instructional Technology. An analysis of learner questions posed to practicing designers showed masters candidates' concerns fell into four areas: rejections and acceptance in the workplace, career logistics, technological skills, and application materials. Using these questions, the IL solicited practicing designers', design managers', and instructional design consultants' answers. Findings expose areas where instructional design learning can be improved, and areas where academic preparation can be better connected to the practice of instructional design.