St Trinian's (2007)
Brand landed his first major cinema role in the 2007 British comedy reboot St Trinian's, playing black-market spiv Flash Harry alongside Rupert Everett, Colin Firth and Gemma Arterton. While the film introduced his cockney persona to mainstream movie audiences, its release fell directly inside the 2004 to 2009 timeframe in which Southwark Crown Court later found Brand was using his rising fame to prey on women behind the scenes.