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The study assessed the effectiveness of On-The-Job training on the performance of employees, focusing on the Integrated Tertiary Software Users at Walter Sisulu University. Data was collected using semi-structured interviews. The study employed a qualitative approach, focusing on in-depth knowledge from the participants rather than numerical facts. Participants were employees from the Registrar’s division within Walter Sisulu University, and students and a sample of twelve participants were purposefully selected. Seven of the thirteen participants were employees from the same division but different units: The examinations office, the Admissions and Registration office, and one faculty officer. Six participants were students from various faculties. Data were analyzed using Atlas ti, version 9. In this study, the light was shared on the importance of On-The-Job training and its effectiveness on employee performance and productivity. The focus of the interviews was on the effectiveness of this training method, and the study found that this method is effective in upskilling recruits and existing employees. Training and employee motivation were seen as the essential elements of increasing employee performance in this technology-infused University. It has been discovered that development programs directly influence organizational effectiveness, advancement, and development is critical for an effective organization.