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Turning the messiah in to corrupt authorities that want to kill him, vs stabbing a tyrant in the back.
yeah...
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You're not looking at these people in context.
For one, whether Judas believed that Jesus was actually the Messiah influences this decision.
To the Romans, Jesus was essentially a potential terrorist. The Jews were known to be dangerous to them, and then they were all rallying behind some potentially dangerous leader. And also, name me a government that was not corrupt in that time period. Judas may even have been doing the right thing, turning in the anarchist who threatens the state. Certainly the Romans had good reason to want Jesus dead.
Caesar did the civilisation of Rome a LOT of good. The people who assassinated him were among those he trusted most, and they probably all did it for a slice of power. The people loved Caesar - he can't have been THAT much of a bad ruler, even if he was technically a tyrant.