Students are most likely to drop out of university when first attending. This article analyses the use of technology in supporting the transition process of ‘first time’ university students enrolled in a second-year accounting course. Study-MATE, a study skills program utilising the university’s learning management system (LMS) – Blackboard, Google Calendar and text messaging – was introduced at the beginning of first semester. At the end of the semester, 77 students completed an online evaluation form. The research results reveal that 60% of these students thought the program had raised their awareness of the university’s study skills services, but only 33% found this program helped improve their study skills. Overall, the research results highlight several challenges and necessary considerations in the implementation of study skills programs.