Rupert began his media career in Australia in 1989, working for Peter Issacson Publications before returning to the UK to join Maxwell Business Communications. He joined Haymarket in 1994 and has worked across all parts of the business in a wide variety of roles launching a number of iconic brands.
In 2001 he became a director of Haymarket Media Group. In 2005 Rupert was named Deputy Chairman of Haymarket Media Group and in 2010 was named Executive Chairman. He is an active member of the global Federation of Periodical Publishers management board.