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Most Wing Chun history before Dr. Leung Jan is very vague but not necesarily untrue. Here is info that may or may not help...
Dr. Leung Jan is as far back as the lineages that descend from him—Yip Man, Yiu Kai, Pan Nam, Tam Yeung, Fung Sing—can reliably verify their genealogy. He was a practitioner of traditional Chinese medicine in the city of Foshan in the 19th century. Leung Jan is said to have learned from Wong Wah Bo and Leung Yee-Tai, respectively the male and "female" martial leads of the Red Boat Opera Company, each of whom is said to have been an expert on different aspects of Wing Chun. According to legends from the Yip Man lineage, Leung Yee-Tai was a poler, that is, he used a pole to steer the Red Boat away from rocks and shoals, and was therefore chosen by the legendary Shaolin master Jee Shim himself to learn the six-and-a-half point pole. Leung Jan’s students included his sons Leung Chun and Leung Bik as well as "Wooden Man" Wah and Chan Wah Shun, nicknamed "Moneychanger Wah", from whom the Yip Man, Yiu Kai, and Pan Nam lineages descend.