Broken Base: The portrayal of the foreigners and their racism towards the Chinese during the time period from The '40s to The '70s, in which the film series takes place. An accurate portrayal or a biased work on the Chinese's side? With the exception of the first film due to the antagonists being Imperial Japan, the sequels suffer from this.
Going up against the first two Iron Man movies at the box office in 2008 and 2010 has led to photoshop mashups of both series' movies' posters, dubbed with the convenient portmanteau name "Ipron Man". What makes it more hilarious is that both characters die in 2019.
A running trend among the fights is that the level of curb-stomping the opponent will receive depends on how high Ip Man rolls up his sleeves.
Given the other meaning of IP, some geeks have created fake movie posters of Ip Man going up against The Mask.
This isn't a cyberpunk movie!: again, the other meaning of IP made some geeks joke that they thought the movie was about a hacker superhero.
One-Scene Wonder: The young Bruce Lee, both in the second and third films. His fight scene in the fourth film is one of its highlights.
Values Dissonance: As this is a film where the Chinese are portrayed as the heroes while foreigners are portrayed as irredeemable villains, this is a very hard pill to swallow for western viewers.