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During his career he won three Grand Slam singles titles, Wimbledon in and and the Australasian Championships in Brookes was part of the Australasian Davis Cup team that won the title on six occasions. After his active playing career Brookes became president of the Lawn Tennis Association of Australia. Brookes received a private education at Melbourne Grammar School where he matriculated in As a youth Brookes played regularly on the court of the family mansion in Queens Road, Melbourne and nearby, at the Lorne St courts, he studied the strokes and tactics of leading players and was coached by Wilberforce Eaves. In Brookes became the first non-British player and the first left-hander to win the men's singles title at Wimbledon after a straight sets victory in the final against year old Arthur Gore. During these years he also skipped most Australasian Championships with the exception of the edition which was held in his hometown Melbourne and which he won in the final against Horace Rice. When he did play tennis he focused on the locally held Victorian Championships and the Davis Cup. Brookes was instrumental in the development of Kooyong as a tennis centre. In he became the first president of the Lawn Tennis Association of Australia, a post he held for the next 29 years until his retirement in June