This workshop will delve into the role of pre-matriculation programs and student mentoring in fostering medical student success when transitioning into medical school and during their first year. We will discuss how we designed our pre-matriculation program to evaluate and address the various needs of incoming medical students. This session will equip attendees with the knowledge and tools to develop pre-matriculation programs at their respective institutions to enhance student preparedness by sharing an overview of our program and the lessons we have learned. We conclude by examining the importance of continuous support beyond pre-matriculation, emphasizing the role of mentoring in helping students establish a sense of belonging and confidence during their first year.