This document discusses two projects aimed at improving student transitions into higher education. The CoTIL project examines challenges students face during transitions and the role technologies can play in expanding learning beyond the classroom. It also describes two strands of the project: peer mentoring managed by students and history students using social media for reflection. The document recommends that mentors engage mentees in discussing technologies and community-building, and that institutions support students' ability to manage their own networks and content to facilitate independent learning.