This document outlines the planning process for implementing MyShowcase ePortfolio software at the University of Dundee for medical education. It provides background on the evolution of Dundee's paper-based portfolio process and the drivers for transitioning to an electronic system, including changing technology, learning approaches, and outcomes requirements. After evaluating options, MyShowcase was selected in 2011 based on its ability to integrate multiple sources of student work, map to learning outcomes, and provide a user-friendly platform. An 18-month pilot with MyShowcase and a related system called MyProgress was initiated with first-through-fourth year medical students.