Founded by Yip Kai Man (Ip Man, modern spelling) (葉問 in pinyin: y wn; in Jyutping: jip6 man6 aka 葉繼問 1893-1972) was the first master (sifu) to teach the Chinese martial art of Wing Chun openly. He had several students who later became martial arts teachers in their own right, including Bruce Lee?.

Ip Man was the last Wing Chun student of Chan Wah Shun when he was 70 years old. He was the second son of a very wealthy family in Foshan, Guangdong?, and received an exceptional traditional Chinese education. When Ip Man was thirteen years old he started learning Wing Chun. Because of his sifu's old age, Ip Man learned most of his lessons from his second sihing? Ng Chung So. After three years Chan Wah-shun died, but one of his dying wishes was to ask Ng to continue with Ip's training. At age sixteen, Ip Man went attended school at St. Stephen's College in Hong Kong, which was an upmarket secondary school for wealthy families and foreigners who lived in Hong Kong.

According to one story, one day one of his classmates challenged him to try his martial arts skill with an older man. The man who Ip Man competed against beat him with a few strikes. It turned out that the old man was his sibak? Leung Bik (梁璧), son of his sigung?. After that encounter, Ip Man continued to learn from Leung Bik. At age 24, Ip Man returned to Foshan, and his Wing Chun skills had improved tremendously while he had been away. His fellow students believed he learned a different kind of martial art and treated him as a traitor to Wing Chun. In Foshan, Ip Man didn't formally run a Wing Chun school, but taught Wing Chun to several children of his friends and relatives. Amongst those informal students, Chow Kwong-yue ( (周光裕 (六&#2018)), Kwok Fu? (郭富), Lun Gai? (倫佳), Chan Chi-sun (陳志新) and Lui Ying (呂應) were the most well known. Chow Kwong-yue was said to be the best student among his group of pupils, but he eventually went into commerce and dropped out of martial art all together. Kwok Fu and Lun Gai went on to teach students of their own and the Wing Chun in the Foshan and Guangdong area was mainly descended from those individuals. Chan Chi-sun died young, and Lui Ying went to Hong Kong; neither of them taking on any students.

During the Japanese occupation of China, Ip Man refused several invitations to train the Japanese troops. Instead, he returned to Hong Kong and opened a martial arts school. When he initially began the school, business was poor because his students typically stayed for only a couple of months before leaving. He moved his school to Hoi Tan Street ( (海壇&#3490) in Sham Shui Po and then to Lee Tat Street ( (利達&#3490) in Yau Ma Tei. By that time some of his students were trained to a sufficiently high enough skill level that they were able to start their own schools. Some of Ip Man's students and descendants compared their skills with other martial artists in combat. Their victory over other martial artists helped to bolster Ip Man's reputation as a teacher.

In 1967, Ip Man and some of his students established the Hong Kong Wing Chun Athletic Association VTAA (香港詠春拳體育會).

Bruce Lee?, perhaps one of Ip Man's most famous pupils, studied under him from 1954 to 1957. When Ip Man retired, many of his students were themselves teaching Wing Chun, including William Cheung, Lo Man Kam? (Ip Mans nephew), Moy Yat and his two sons Ip Chun? and Ip Ching?.

In 1972, Ip Man suffered from throat cancer and subsequently died on December 2 of that year. As a fitting obituary for the man, within the three decades of his career in Hong Kong, he established a training system for Wing Chun that eventually spread across the world.