Rossiter began in 1998 with motorsport. It took until 2000 to 20 karting events in part. In 2001, Rossiter moved from karting to Formula Palmer Audi series and went there for Falcon Motor Sports. Rossiter 2002 debut in the British Formula Renault. 2003 Rossiter won the British Formula Renault Championship with Fortec Motorsport team. In the same year he took part in Formula 3 tests for the Arden team also alongside Nico Rosberg and Nelson Piquet Jr..
In 2008 he was the official test driver for Formula 1 team Super Aguri.
In 2011 he joined the 24- hour race at Le Mans for the Austrian Jetalliance Racing team, finishing with his two teammates Rank 22