The sequel Ip Man 2 focuses on Ip's beginnings in Hong Kong and his students, including Bruce Lee. Ip Man has taught many other people. Amid a surge of Ip Man–related film projects in production, Donnie Yen told the Chinese media in March 2010 that after Ip Man 2, he would no longer play the Wing Chun master, stating, "I would never ever touch any films related to Ip Man. This will be my final film on the subject. Whenever something becomes a success, everyone would jump on the bandwagon, this is very frightening. Did you know how many Ip Man films are in production? Under such condition, we would not progress, it'd only lead to over-saturation of the subject matter."
Another Hong Kong film based on Ip Man's life, called The Legend Is Born – Ip Man, was released in June 2010. Herman Yau directed the film and it starred Dennis To as Ip Man and Seventeen band's Wen Junhui as his younger counterpart. Ip Chun makes a special appearance in the film as Leung Bik.
In the 2010 film Bruce Lee, My Brother, Ip Man was portrayed by Wong Chi-wai.
Despite Donnie Yen‘s claims, made earlier in March 2010, that he no longer wanted to be involved in future films related to Ip Man, a new film to the same series, Ip Man 3, was released on 24 December 2015 with Yen once again reprising his role as Ip Man. He also reprised his role as Ip Man in Ip Man 4, which focused on Ip Man coming to San Francisco to find a school for his son as he himself struggles with cancer. The film was released on 20 December 2019.