Based on his own writings Paul worked for himself (he didn’t get rich) and suffered a lot of persecution for his evangelism. This seems very unlikely from the available literature.
Jesus didn’t send them out? They were just dumb mutes? I doubt the latter is remotely true and even then Rome doesn’t care. If the movement started by Jesus was a problem to Rome they would have stifled it the Roman way. That’s the point of crucifixion. Of course, I believe Rome killed Jesus, not just Pilate acting as a proxy for his potential high priest friend.