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Does he pretend to be a Christian?
Ask him whether greed, selfishness and indifference to the needs of others are the keys to the Kingdom.
Ask him whether he thinks Jesus was a sucker and a fool because he cared for the sick and the despised.
Ask him why he attends church services when he ignores everything that Jesus preached.
Has anyone ever gone out of their way to help him? Did he ever have to rely on the help of a stranger because his car broke down, to fix a flat tire perhaps? Why didn't he prepare better for such an occurrence by learning how a change a tire, have a spare ready?
If he claims he has never had to rely on others for anything, he's a fool and a liar. Plenty of people made sacrifices throughout his life to make his life better:
The teachers who taught him in school could have pursued more lucrative careers, but they chose lower-paying teaching jobs and he benefitted from that. Someone probably volunteered to be his Little league coach, his Scoutmaster. Etc., etc.
I guess he thinks they were all suckers.
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