It must be admitted that Jesus upheld the patriarchy at points. Only men were allowed to be in the inner 12, and he allowed men to buster and command as if they were really in charge of his community. Nevertheless, there are a number of ways that we can see that Jesus was trying to undermine the male-centric society.
While a teacher might approve of something a woman said, in a patriarchal society they wouldn’t support a woman over a man, because this would shame the man. Jesus, however, publicly rebuked men when they were on the wrong side of an argument with a woman. Jesus sided with the woman anointing him over his disciple, Jesus even sided with a prostitute over a high-standing politician in the politician’s own party. In fact, we have no example of Jesus siding with a man over a woman.
Too bad it fell from that lofty position so quickly and firmly.