He started his career as a superbike rider. He was the 2006 British Supersport Championship champion and the 2009 Supersport World Championship winner with Yamaha. He also won races in the British Superbike Championship – finishing 3rd in 2008 – and in the Superbike World Championship, finishing 5th in 2010.
Since 2011, Crutchlow has competed in the MotoGP World Championship. He joined the Tech 3 satellite team, riding a Yamaha, achieving six podium finishes over three seasons, between 2011 and 2013. In 2014, Crutchlow joined the factory Ducati team on a two-year contract from 2014. However, after just one season with the team – with one podium finish, and lying fourteenth in the riders' championship – Crutchlow terminated his contract to join CWM LCR Honda for the 2015 season, riding a factory Honda.
In November 2020, it was announced Crutchlow was contracted for the 2021 season as a test rider with the Monster Energy Yamaha team replacing Jorge Lorenzo.
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