Probably the most radical and attractive aspects of his ministry were his rejections of cold legalisms and ritual purity in favor of a more compassionate and inclusive philosophy. Who a rabbi, associated with, ate with, or even touched had the potential to render him “unclean” by his contemorary standards.
Jesus said to hell with it, and waded right into the thick of the most desperate and “unclean” people. This wasn’t just a “nice” thing to do in Jesus’ culture, it was actually seen as unclean and immoral. Dining with prostitutes and tax collectors was an unspeakably shocking thing for a rabbi to do.
“Healing” was also highly ritualized. It was believed that afflicted people were being punished by God for something, and were therefore marginalized and isolated as being morally unfit to associate with. “Healing” represented a spiritual exercise rather than a physical one. It did not mean to cure the physical affliction, (there is a different word for cure) but to heal the soul, to accept someone as a “clean” person. This process was to be done only by priests (for a fee of course) and poor people basically had no chance.
Jesus just went out willy-nilly “healing” anyone who asked, which undermined priestly authority and also made Jesus himself unclean.
This, IMO, is the true mark of Jesus’ appeal and his heroism. He put his own reputation and status on the line. he forced people either to accept the “unclean” people that Jesus ministered to, or to reject Jesus himself. Whenever Jesus had a choice between law and compassion, he always chose compassion.
This obviously would have won him tremendous devotion and loyalty from the outcasts and the poor. In addition, he doubtlessly had a remarkable personal charisma and a profound and memorable oratorical style.
He was executed for causing a disturbance at the temple during Passover. The Romans were exceptionally nervous during Passover because Jerusalem was packed with thousands of extra people at that time. The Romans were greatly outnumbered and they did not want even a hint of civil unrest. Anybody causing a stir such as Jesus did was quickly and routinely taken away and crucified as a warning and a deterrent. There was nothing unusual about doing it to Jesus. Casual executions were part of the Pax Romana.
The gospels’ attempts to infer a Jewish led impetus for the execution of Jesus was born of an attempt to minimize Roman culpability. They were, after all, trying to convert ROMANS.