for pure capitalistic success, rob dyrdek and t.hawk.
for book-nerd stuff, julien stranger talked about jung vs freud as it related to his uncles in an old interview. old antihero was literary. and not just bukowski.
louie barletta has the blue collar smarts to operate a tank and the degree in poetry or philosophy that will get you a coffeeshop job. he's a sillier suciu [who he may have inspired, SJ!].
marc johnson can seem intelligent but i believe he's somewhere between midwit and nincompoop.
john rattray has a real degree.