Those who end up amassing fortunes have often ruthlessly exploited the loopholes of unwritten rules - Peter Thiel taking advantage of Roth IRA, Uber and AirBnB dumping the externalities of unregulated taxis and hotels on the wider society, Walmart putting its lowest paid staff on medicaid etc. Just look at Panama papers to see how the rich exploit all the loopholes to save on taxes.
But a lot of people do see him as a role model. And he wields considerable influence and power. See what he did to Gawker. How many of us can ruin a publication just because of a personal vendetta?