This article considers the transformation of labour relations in wool farming in the Cape Colony/Province between 1865 and 1950. It focuses specifically on shepherds and how their relationship with farmers changed as a result of the requirement to improve production through the implementation of fenced camps in the late nineteenth century. It was expected that this innovation would reduce the demand among farmers for shepherds. This article shows, however, that the demand for shepherds continued due to the existence of jackals and the lack of sufficient water in the dry Karoo. It was not until the 1910s that, on the most progressive farms, the demand for shepherds was markedly reduced. But the shepherds were replaced by camp walkers – people who managed fences rather than sheep. Among farmers who had not invested in fencing and water supplies, the demand for shepherding continued, and, to compete, those farmers hired younger shepherds.