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Crawford began his career as a trainee at his home town club [[Portsmouth F.C.|Portsmouth]]. He made his league debut on 24 August 1957 in a goalless draw with [[Burnley F.C.|Burnley]]. He managed 19 appearances for the club at senior level before joining second flight [[Ipswich Town F.C.|Ipswich Town]] in August 1958.
A prolific striker, he helped Ipswich to win back-to-back titles, the [[Football League Second Division|Second Division]] in [[1960-61 in English football|1960-61]] and the [[Football League First Division|First Division]] in [[1961-62 in English football|1961-62]]. In the latter season, he was joint leading scorer in [[Football League First Division|Division One]] – alongside [[Derek Kevan]] of [[West Bromwich Albion F.C.|West Bromwich Albion]] – with 33 goals.<ref>{{cite web | title=English League Leading Goalscorers 1889–2007 | url=https://www.rsssf.org/tablese/engtops.html
He was sold to [[Wolverhampton Wanderers F.C.|Wolves]] in September 1963 where he scored 41 goals in 61 appearances (in total), before moving to rivals [[West Bromwich Albion F.C.|West Brom]] in January 1965, shortly before Wolves dropped out of the top flight. He failed to establish himself though at [[The Hawthorns]] and rejoined [[Ipswich Town F.C.|Ipswich]] in March 1965, where he played another three full seasons, lifting his tally for the club to 259 goals in all competitions.
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===International===
Crawford's international career was surprisingly brief, but had three caps with two different countries. He made his international debut with [[Malaya national football team]] in 1956.<ref>{{cite web|url=http://www.englandfootballonline.com/TeamPlyrsBios/PlayersC/BioCrawfordR.html|title=Ray Crawford Profile|publisher=England Football Online|accessdate=25 January 2022|archiveurl=https://web.archive.org/web/20190117013440/http://www.englandfootballonline.com/TeamPlyrsBios/PlayersC/BioCrawfordR.html|archivedate=17 January 2019|url-status=dead}}</ref><ref>{{cite web|url=https://www.rsssf.org/miscellaneous/double-caps.html|title=Players Appearing for Two or More Countries|publisher=Rec.Sport.Soccer Statistics Foundation |accessdate=25 January 2022|archiveurl=https://web.archive.org/web/20201127000522/http://www.rsssf.com/miscellaneous/double-caps.html|archivedate=27 November 2020|url-status=live}}</ref> He played at left-wing for Malaya in their 4-2 win over [[Singapore national football team|Singapore]] on 1st April 1956 in the annual Sportsman's Trophy match.<ref>{{cite web|url=http://www.englandfootballonline.com/teamplyrs/PlyrsOtherNatTeams.html|title=England Players Appearing for Other National Sides in Official Matches|publisher=England Football Online|accessdate=31 March 2022|archiveurl=https://web.archive.org/web/20220324062232/http://www.englandfootballonline.com/teamplyrs/PlyrsOtherNatTeams.html|archivedate=24 March 2022|url-status=dead}}</ref> He was also named among the 17 players which travelled to represent Malaya in the [[1956 AFC Asian Cup qualification|Asian Cup qualifiers]] away in [[Cambodia]] and [[South Vietnam]] in April-May 1956, and not in the starting XI in either of the two qualifiers (Govindarajoo was the starting left-wing).<ref>{{cite web|url=https://www.rsssf.org/tables/1956_asia_squads.pdf|title=Asian Cup 1956 - Squads
He also played for the [[the Football League XI|Football League]] representative team.
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'''Individual'''
*Football League Second Division top scorer: [[1960–61 Football League#Second Division|1960–61]]<ref name ="topscorers">{{cite web|url=https://www.rsssf.org/tablese/engtops.html | title = English League Leading Goalscorers |
*[[List of English football first tier top scorers|Football League First Division top scorer]]: [[1961–62 Football League First Division|1961–62]]<ref>{{cite web|url=https://www.rsssf.org/tablese/engtops-allt.html|title=England - All-Time Topscorers|website=[[RSSSF]]}}</ref>
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