Insulin pumps are designed for the self-management of diabetes mellitus in patients and are known for their complexity of use. Pump manufacturers engage trainers to help patients use the devices correctly to control the symptoms of their disease. Usability research related to insulin pumps and other infusion pumps has centered on the relationship between user interface design and the effectiveness of task completion by a single evaluator perspective, namely first-time users. From a different perspective, there is a lack of insight into the experiences of insulin pump trainers during learning sessions with first-time users. The focus of the study is to present the lived experiences and shared impressions of the insulin pump trainers. Their narratives will be used to conduct an interpretive examination of the phenomena uncovered and to provide the essence of their lived experiences.