That's probably not true. Sports radio is a niche market. But what does any of this have to do with his level of shrewdness? He was the right guy in the right place at the right time. He wasn't shrewd, he is an idiot. Idiots can be popular and make lots of money in a short period of time, and once you have popularity and money, it's a lot easier to keep making money, but the guy is an idiot who hasn't had success since an ill-advised contract expired. Where is the evidence that he is shrewd? The 5 year $1.5 million contract is the evidence for me. The guy negotiated a ridiculous contract for what is, like you just said, a niche market. It's local sports radio...yes, it's Chicago, so "local" is a pretty decent size, but at the time, they weren't web broadcasting or anything, so it was a very limited audience. Maybe I have a misconception of local talk radio salaries, and maybe this wasn't that out of line from other personalities, but that's my "evidence". 7 figure radio contracts are not at all abnormal. People get them quite frequently, and the good ones keep getting them. You don't have to be particularly shrewd to get them, you just have to get a large audience. How many Chicago sports radio guys got a 7 figure deal? I don't think anyone besides North. I could be wrong though...