Wostenholme, who resided in Oakville, had his best results on clay; a semi-finals appearance at the Guaruja, Brazil Grand Prix event in 1988 and 1991; a quarter-finals showing in the Stuttgart Outdoor Grand Prix event in 1989; and a semi-finalist in the Rio de Janeiro Grand Prix event in 1990.
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Wostenholme was the first Canadian to win a match at each of the four Grand Slam events, reaching the second rounds of the 1985 U.S. Open, the 1986 French Open and Wimbledon Championships, and the 1990 Australian Open.
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