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Rusty is the son of legendary Hawaiian waterman Richard "Buffalo" Keaulana. He won 3 Asp World Longboard Tours in a row in 1993, '94 and '95. In 2010, he entered as a wildcard in an ASP world tour event in Makaha and charged to the Semifinals. His brother Brian Keaulana was also a notable surfer and is a world class lifeguard. In 1999, he starred in the Guinness Surfer (advertisement).