I created a company that imports/distributes high-end audio equipment at a level equal to or higher than what CB has in his home. I’ve spoken with him via phone a few times re: purchasing a very high-end CD transport (retail $50k) and met him at CES a couple years ago when he visted my exhibition suite.
CB has a reputation in the industry of stiffing companies and not paying for equipment as he believes he is so elite he deserves the freebies. True story.
I read on Wikipedia that Bernstein attended the University of Maryland, College Park, but did not graduate. Yet he thinks he's so brilliant, attacks Sarah, and from what you said, doesn't pay his bills.
In my direct dealings with him, he came off as not the brightest bulb and terribly elitist - IOW, a typical socialist.
I recall an article (in NYT, I think) a few years ago where he was so down financially, he was begging Woodward for bucks and help in landing possible writing opportunities to generate an income stream.