[5] In 2000, Chester joined Benetton as test engineer to Alexander Wurz, Giancarlo Fisichella, and Mark Webber.
He became performance engineer for Fisichella in 2001 and Jarno Trulli from 2002 to 2004, overseeing the Italian's only F1 victory (Monaco 2004).
[7] Chester oversaw the development of the tuned mass damper system, which was a major innovation.
[3] In 2012, Chester was appointed engineering director of Lotus, playing a major part in the race winning E20 and E21 F1 cars.
A year later, he replaced James Allison as the team's Technical Director, therefore being responsible for the design and development of every Formula One car to come out of Enstone from May 2013 until January 2020.