This document outlines the agenda for the Up2U Workshop at TNC18 in Trondheim, Norway. The agenda includes 9 presentations on topics ranging from the infrastructure and operations behind the Up2U toolbox to combining webcam video with screen capture. It also provides background information on the Up2U consortium which includes 18 partners from 12 countries working to bridge the gap between secondary and higher education through an integrated application toolbox. The keynote discusses moving from learning management systems towards a next generation digital learning environment (NGDLE) with interconnected tools and learning analytics.