Agile methods and Agile scaling frameworks have become a solution for software-developing organizations striving to improve the success of software projects. Agile methods were developed for small projects, but due to their benefits, even large software-developing organizations have adopted them to scale their software projects. This quantitative study was undertaken to deepen the researchers’ understanding of the critical success factors and challenges of Scaled Agile from the South African perspective. A simple random sampling method was used. Data was collected with the use of an online structured questionnaire and the response rate was 70%. The results reveal that customer satisfaction remains at the epicenter of adopting Scaled Agile methods. Lack of top management support remains the major challenge in adopting Scaled Agile. The results reveal some notable changes when it comes to the most adopted Agile scaling framework.