John Webb began his career in journalism as a wide-eyed cub reporter at news agency Network Radio News in 1997. He joined Talk Radio 702 in 1999 as a reporter and news reader and was assigned to major news stories. John then joined Carte Blanche in 2004, where he presented current affairs programmes from the field. He spent four years with European sports broadcaster Setanta Sports as a presenter and producer, returning to South Africa in 2013 to take up a six-month contract as host of "Talk at Nine" on Talk Radio 702 and 567 Cape Talk. In March 2014, John was the Pretoria field anchor for the highly successful Oscar Pistorius Trial.