He moved his school twice: first to Castle Peak Road in Sham Shui Po, and then to Lee Tat Street ( 利達街) in Yau Ma Tei. Initially, Ip Man's teaching business was poor in Hong Kong because Ip's students typically stayed for only a couple of months. However, due to the closure of borders between China and Hong Kong in 1951, Ip and Cheung were separated for good, with the latter remaining in Foshun until her death.
His wife and daughter would later return to Foshan to retrieve their identity cards. Ip, his wife Cheung and their daughter arrived in Hong Kong through Macau in 1950. At the end of 1949 after the Chinese Communist Party won the Chinese Civil War, as Ip was a member of the Kuomintang, Ip, his wife and their elder daughter Ip Nga-sum left Foshan for Hong Kong. Ip found some time to train his second son Ip Ching during the year 1949. Ip went to live with Kwok Fu during the Second Sino-Japanese War and only returned to Foshan after the war, where he resumed his career as a police officer. However, the veracity of this has been disputed. Ip was a member of the Kuomintang, and according to rumors, he joined the Central Bureau of Investigation and Statistics in its academy in Guizhou in 1938, after which he would have returned to Foshan as an undercover intelligence officer. He married Cheung Wing-sing and they had several children: sons Ip Chun and Ip Ching and daughters Ip Nga-sum ( 葉雅心) and Ip Nga-wun ( 葉雅媛). He taught Wing Chun to several of his subordinates, friends and relatives, but did not officially run a martial arts school. Ip returned to Foshan in 1916 when he was 24 and became a police officer there for the Nationalist government.
Ip proceeded to train with Leung Bik, until Leung's death in 1911. Ip replied that he was too embarrassed to return, at which point Lai told him that Leung Bik had highly praised his Kung Fu techniques and that he was the son of Leung Jan, who trained Ip's master Chan Wah-shun. A week later, Lai told him that the man he had fought was asking after him. Discouraged by his defeat, Ip left without a word and afterward was so depressed that he did not dare mention that he knew Kung Fu. Incredulous at the speed with which he had been countered, Ip requested a second duel and was beaten again, just as soundly. The man was Leung Bik and he easily overwhelmed Ip Man. He went to Lai's house on a Sunday afternoon and, after exchanging brief pleasantries, challenged the man to a duel.
At the time, Ip was undefeated so he eagerly accepted the challenge. Six months after moving to Hong Kong, a classmate of Ip's named Lai told him that a friend of Lai's father who was an expert in Kung Fu techniques was living with them, and had offered to have a friendly sparring match with Ip. Stephen's College, a secondary school for wealthy families and foreigners living in Hong Kong. Īt the age of 16, with help from his relative Leung Fut-ting, Ip moved to Hong Kong and there he attended school at St. Ip learned most of his skills and techniques from Chan's second most senior student, Ng Chung-sok ( 吳仲素). Due to Chan's age, he was able to train Ip for only three years before suffering a mild stroke in 1909 and retiring to his village. Chan was 57 at the time, and Ip became Chan's 16th and last student. Ip started learning Wing Chun from Chan Wah-shun when he was 9 or 13. He grew up in a wealthy family in Foshan (Fatshan), Guangdong (Kwangtung), and received traditional Chinese education, alongside his elder brother Ip Kai-gak ( 葉繼格), elder sister Ip Wan-mei ( 葉允媚) and younger sister Ip Wan-hum ( 葉允堪). Ip Man was born as Ip Kai-man ( 葉繼問) to Ip Oi-dor ( 葉靄多) and Ng Shui ( 吳瑞) as the third of four children.
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