When the #FeesMustFall student movement, successfully swayed the South African Government to introduce free Higher Education tuition in 2017, the biggest obstacle to further education for the majority of matriculants, was removed. Due to the fast-paced world of technology, Higher Education Institutions have significantly changed how learning and teaching are conducted. This was further advanced with the onset of the COVID-19 pandemic when classes were forced to go online. Students and lecturers battled to find a balance between the computer skills needed, and how to use them in a digital classroom. The Institute of Race Relations reported in 2018 that the South African Education system is in crisis and that the learners leaving school are poorly prepared for the world after school. Computer skills are among the essential skills required to be successful in any environment, yet many students find themselves encountering a computer for the first time at university. The objective of this study is to reflect on the experience of Nelson Mandela University lecturers, in Computer Skills classes over the last seven years. An overview of how the offering of the module has changed will be presented. The lecturers’ perceptions of the successes and failures over the same period will be captured; including the observed challenges that students experienced. A possible solution, to the challenges identified, such as lack of digital skills for classroom readiness, time management, and student numbers, which would be suitable at all HEIs, to provide a better learning and teaching experience in Computer Skills classes will be presented.