This chapter uses a phenomenological case study methodology to report the attempts of an instructor to establish and maintain rapport in a Masters level course offered in online and mixed mode offerings. The attempts of the instructor to establish rapport will be analysed in relation to the six elements established by Murphy and Rodriguez-Manzanares (Int Rev Res Open Distrib Learn 13:167–190, 2012) as leading to rapport in online settings. The case study demonstrates that when communication is limited in one mode, communication in other modes must increase, increased levels of support are required for instructors as communication increases in the written mode, there is a need to build rapport between online students and that course structure could be added as a further category of analysis in regard to elements influencing rapport-building.