He would have, yed. Though the Judahites tried to trip him up at that time to get him to admit thet he advocated for his Apostles to not pay taxes (when he didn't) which is what most of the wealthy Judahite Pharisees, that Jesus rebuked, did anyway, not pay a tax.

His was a spiritual journey of brotherhood and helping the lowly find faith. To love one another in charity when in need is to please Our Creator.

Why advocate not paying taxes? It would have stopped his mission.

Caesar, when he proclaimed he was God, was the time where Jesus's disciples refused to believe it so, and when Polycarp and hundreds of others paid the umtimate price in humble faith.

If you understand now, those who do not pay their taxes usually end up in prison, it is many times the wealthy who do so, you can understand that Jesus did not want to get CAUGHT UP on wordly affairs that BELONGED TO CEASAR. If Ceasar's face is on that coin, it belongs to him, just as debt backed bank credits do now in the US, which are backed by the false faith of in the people who took the bonds.

Jesus knew just how to relinquish contracts with the state and it involved brotherhood and putting all your faith in God. For woe unto the lawyers who take away the key of knowledge.

I've posted an article awhile back on how to legally relinquish contract with US inc., and the state. It is a hard living, however.