The Grandmaster is the more stylized approach to the Ip Man story. Although it’s a bit confusing, two seperate Ip Man movies were in production around 2008. A 2008 franchise starting one starring Donnie Yen and a 2013 standalone one starring Tony Leung Chiu-wai. I’ll always prefer Ip Man, but The Grandmaster did make me curious. I remember when it was nominated for 2 Oscars. Best Cinematography for Hong Kong director Wong Kar-wai’s beautiful, mostly slow motion backdrops. Best Costume Design for its decades long period setting.
Unlike Ip Man, The Grandmaster severely condenses his life. To the point that many events are explained in narration and/or text. There’s not too much focus on his wife or children, the Second Sino-Japanese War is quick, Ip Man’s Wing Chun martial arts school is in the background, and Bruce Lee is just a boy who appears close to the end. So the movie’s biggest strength is action. Most of it focused on Grandmaster Ip Man teaching the importance of martial arts. There are fights in the rain, in the snow, and by a train.
A conflict between the South and the North leads to him facing many grandmasters. Those fights are much more close quarters. Tony Leung is fine as Ip Man, but we don’t really get to know him. He’s more distinguishable by his white fedora. A lot of the focus actually switches to Crouching Tiger, Hidden Dragon actress Zhang Ziyi as Gong Er. She’s a Northern rival and possible mistress with a journey that takes up most of the film’s climax. The Grandmaster is artful, but not my preferred way to experience Ip Man.

Ip Man vs. Gong Er