Rupert also developed the Gary Player designed, Leopard Creek Golf Club in Mpumalanga, South Africa which is one of South Africa's top three golf courses, and rated number 25 outside the United States of America (Golf Digest). He has also played in the annual Gary Player Invitational golf tournament to assist fellow South African and friend Gary Player raise funds for various children's charities. He serves as Chairman of the South African PGA Tour and Chairman of the South African Golf Development Board. In 2007 he was elected into South African Sports Hall of Fame and in 2009 was inducted into South African Golf Hall of Fame.