This paper concerns the former professional tennis player from 1991 to 2007, Greg Rusedski, who was born in Canada but shifted national allegiance to Great Britain in 1995. Despite an impressive playing career, that saw him reach the US Open final in 1997 and attain a world-number-four ranking, alongside his steadfast efforts to ingratiate himself to the broader public, Rusedski’s British identity remained contested throughout his career. Focusing on four mainstream newspapers covering the political left and right, this paper analyses the British media’s treatment of Rusedski, and aims to develop an understanding of how his constructed identity as more or less ‘British’ fluctuated so markedly throughout his career. While his on-court results were certainly a factor in Rusedski’s swings between acceptance and rejection, this paper suggests a more nuanced analysis that takes into account, firstly, how Rusedski was positioned and characterised in relation to his countryman, the ‘quintessential Englishman’ Tim Henman, particularly in relation to his accent, ostensible personality, personal appearance and physique, and playing style, and, secondly, how Rusedski’s key period of success, in the latter half of 1997, can be contextualised in the light of broader socio-political events and developments.