Honestly, I'd be curious to see some of those web sites, as the only thing I ever see is that before the conference, media will cover that there's a hacking contest, and the past two years, they've talked about how OS X was the first system hacked; in which case they share some quotes with Charlie (as he's won the contest the past couple years) where he talks about OS X security.
Every actual interview I've seen him give has been pretty down-to-earth, usually as he tries to dispel some of the nonsensical rumors that get associated with OS X security, or the security research community in general.
But look, I'm not his brother or anything, I just don't like seeing someone in my industry maligned by people making guesses as to their motivations or abilities without any information to back it up.
That's my view on him. At first I was like "what a douchebag!! I hate this guy!" but really it's the headlines that paint him that way; actually reading the interview he comes across as a decent guy.
OK then why does has name been featured in the tech news circles for the past few yew years? He is a media whore trying to show how viable he is and why is it we never hear from other contests of the contest.
Here's some marketing 101 for you:
A. Guy makes a living doing security work, vulnerability testing various OSes and applications.
B. Guy knows how to break into OS X, and does so consistently.
C. Guy enters contest, which costs him very little or is worth the expense
D. Guy gets free advertising all over the internet for his abilities, resulting in companies seeking him/his company out for work
E. Profit
It's really not that hard.
Why don't you hear from the other guys? Because they don't win. Every year.