This is an interesting question, but not one that anybody I've seen posting on this forum can answer. It would be hard to get an objective answer even from those who knew him well, such as friends, family and close students. The historical record does suggest that he was far from the saintly figure depicted in the first Ip Man movie. Rather he was apparently a complicated man, a gifted martial artist, and equally capable of generosity and selfish pettiness. In other words, very human.