Johan Oldert worked initially as an illustrator and commercial artist in Johannesburg. Following an accident in which he fell down a lift-shaft in the building where he worked, he undertook a long convalescence, and subsequently decided to leave his employment and become an independent artist. Oldert was a popular and commercially very successful artist in the 1960s and 1970s. By the early 2000s Oldert's work had fallen from fashion; in 2009 Stephan Welz of Sotheby's described it as "calendar art", and suggested that Oldert's market had virtually disappeared.