If he makes enough money to buy houses and boats pay all bills and his wife tuition then he might not see benefit of going to college plus not everybody is College material or he might not even have time for college! Plenty of people who work in family business do not go to college. I wouldn't put people down because they didn't go to college.
He does sound like a bit of a jerk. But I can't shake the feeling there is more to the story. There usually is
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