COVID’19 is hastening the adoption of online learning and teaching worldwide, and across all levels of education. While many of the typical learning and teaching transactions such as lecturing and communicating are easily handled by contemporary online learning technologies, others, such as assessment of learning outcomes with closed book examinations are fraught with challenges. Among other issues to do with students and teachers, these challenges have to do with the ability of teachers and educational organizations to ensure academic integrity in the absence of a live proctor when an examination is being taken remotely and from a private location. A number of online proctoring tools are appearing on the market that portend to offer solutions to some of the major challenges. But for the moment, they too remain untried and tested on any large scale. This includes the cost of the service and their technical requirements. This paper reports on one of the first attempts to properly evaluate a selection of these tools and offer recommendations for educational institutions. This investigation, which was carried out at the University of the South Pacific, comprised a four-phased approach, starting with desk research that was followed with pilot testing by a group of experts as well as students. The elimination of a tool in every phase was based on the ‘survival of the fittest’ approach with each phase building upon the milestones and deliverables from the previous phase. This paper presents the results of this investigation and discusses its key findings.