The South African businessman, Brand Pretorius, was born in the rural Orange Free State town of Steynsrus in 1953. Pretorius rose to prominence in the motor industry in South Africa and he retired in 2011 as Chairman of McCarthy Motor Holdings Limited the largest motor retailer in South Africa. Pretorius was selected for this psychobiographical study by means of purposive sampling, given his extraordinary business achievements. Pretorius is publicly recognised as one of South Africa’s most successful businessmen and leaders. Psychobiographical research typically takes into consideration the entire life of an individual with the aim of uncovering the story of an individual’s life through the lens of a particular theory. The aim of this study was to explore and describe the leadership development of Brand Pretorius juxtaposed against the model of authentic leadership proposed by Avolio and Luthans (2003). The life history of Brand Pretorius was studied using a qualitative single-case study design. The psychobiographical research method allowed the single-case to be studied spanning his entire career. Data was collected from both primary and secondary sources. Conceptual matrices were used to organise and integrate the findings against the model of authentic leadership. The use of multiple data sources increased the validity and reliability of the research process and findings. To ensure ethical integrity the researcher obtained informed consent from Pretorius. The findings of this research study indicate that Pretorius was able to successfully display the authentic leadership dimensions of self-awareness, internalised moral perspective, balanced processing, relational transparency and positive psychological capacities throughout the course of his career.