Headley arrived in Australia as a primarily off-side player which accounted for his difficulty against the Australian bowlers' tactics.  In 1988, The Cricketer magazine placed him in an all-time West Indian team, as did a panel of judges for another such team in July 2010, while in 2004, another panel of experts named him among the top five West Indian players. However, Norman Preston, the editor of Wisden, wrote: "the match provided a personal triumph for Headley", as he became only the second cricketer after Herbert Sutcliffe to make two hundreds in the same Test match on two separate occasions, having previously done so against England in 1930. Later, he continued his education at Kingston High School.  Crab Nethersole, the former Jamaican captain and member of the Board of Control for cricket, argued Headley should be outright captain but a compromise was reached.  Trinidad played three matches in Jamaica and Headley scored 52 in the second game but only reached his best form when he scored 99 in the third. , Headley moved in with his mother's sister-in-law Mrs Clarence Smith, in Rae Town, Kingston, and remained with her until her death in 1933.  According to Manley, the middle classes saw in Headley "the reassurance which they needed. West Indies subsequently bowled out England to win the match and level the series. He was finally out for 211, the highest score at the time by a West Indian batsman against an English team. At this time, he discovered the future West Indian Test player Roy Gilchrist and future Jamaican cricketer Henry Sewell. Before the war, Headley had played 35 test innings in ten years.  In a career total of 103 first-class games he aggregated 9,921 runs at 69.86, with 33 centuries, and took 51 wickets at 36.11. He soon gained his place in the Jamaican cricket team, and narrowly missed selection for the West Indies tour of England in 1928. Facing Grimmett's leg side tactics, Headley managed to score freely, and forced Grimmett to alter to an off stump attack.  With the Test series level, it was agreed that the final match of the series would be played until one team won, regardless of how long it took—the other Tests had been limited to four days each. , At the beginning of the first Test, West Indies were bowled out 296 as Grimmett took seven wickets, including Headley first ball. After a brief visit to New Zealand where they played a non-first-class match against Wellington, the tourists arrived in Sydney. This injury meant that he played no further part in the five-match Test series against India. George Headley (West Indies) 32.  In the final match, Headley scored his third century of the series after returning to number three, accumulating 140 of Jamaica's total of 561.  In an effort to overcome Australia's leg stump attack Headley had altered his batting stance; instead of standing at right angles to the bowler, he turned his body more front-on, to enable him to improve his placement of the ball on the leg side. The side was usually competitive enough without them, and only on the more taxing tour of Australia was a fully representative team selected. , The second Test was drawn, after being badly affected by rain.  His first season was in 1934 and his first match was against Nelson, for whom Headley's West Indian Test colleague Learie Constantine played.  By this stage the Australian bowlers had realised that Headley excelled when hitting the ball through the off side, and they began to alter their tactics accordingly. When West Indies still needed 428 runs, rain fell for two days and the match had to be abandoned after its ninth scheduled day. 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