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Robert Hill-Smith has a varied work experience in the wine industry. Robert joined Yalumba Wine Company in 1978 and has been serving as the CEO ever since. In 1990, they also worked in marketing at Samuel Smith & Son until 1995. In 2001, they took on the role of Fizzmaster at Jansz Fizz Co. until 2012.

Robert Hill-Smith completed their degree in Marketing, a B.Bus, at the University of South Australia from 1981 to 1983. Robert also attended Angaston Primary from 1957 to 1963, earning a Degree in Life. In 2013, they briefly studied at IMD, focusing on LFB.