This paper intends to present the challenges and opportunities encountered in technology training at small institutions using Trinity University as a case in point. During the course of this presentation we will provide: • An overview of Trinity University • Initial training efforts undertaken by Information Technology Staff: what did and didn’t work, challenges and roadblocks incurred during this process, response from staff and faculty • Current scenario: Creation of a new position for instructional support and how the position is evolving, what new challenges and opportunities are being encountered in the process, nature of data collection in terms of training needs, further investigations into resources and infrastructure, • Future training trends: New resources and methodologies in the pipeline, creation of online training documentation and resources, opportunities for liaisons with other university divisions such as HR to better integrate training with orientation prog...