This study examines the extent to which e-learning supports learner centeredness within a cluster of rural High Schools in rural/remote North West, Victoria, Australia. The findings from this qualitative study provide some insight into how e-learning is conceptualized within a High School context. It is evident that the rapid growth of ICT continues to have epistemological implications for both High School and Higher Education systems. This paper will firstly present findings from a study undertaken in 2011 on the extent to which e-learning supports learner centeredness in rural/remote High Schools and will secondly; promote the need for further research examining transitional pathways between High School and Higher Education by presenting a discussion about whether or not learners are ready for the ubiquity of cloud learning.