Abstract: This chapter focuses on aspects that contribute to successful online learning in the Skills for Tertiary Education Preparatory Studies (STEPS) bridging program at CQUniversity in Australia. The program, which aims to instill the aptitudes, values and attitudes for effective university study in interrupted adult learners, has been running for 22 years and has had an online component for off campus students since 2006. Among the challenges involved in developing the online program have been promoting the value of critical reflection, recognizing the importance of learning as process to complement a focus on learning as product, and configuring an effective constructive alignment between factors shaping the learning and teaching process. The role of teachers’ reflective practices and students’ use of an online discussion forum in meeting these challenges is explored.