I personally like Bob, but I don't know him personally. Approximately 25 years ago, when I was still in high school, I sent him a letter showing my research regarding horse racing betting. At that time he had a tiny part in the Toronto Sun called "bet bits" or something like that. This is from memory, the details are vague, the gist is certain. He responded, and over a course of a few letters (actually hand written!!) , his advice helped me better understand how to beat horse racing and, later, poker. the principles being similar. He does have a great deal of knowledge regarding sports gambling, though he dumbs it down alot for his radio listeners.
As such, my opinion on him is biased.
Is it true his show has had a very high rating for a long time? I think that is enough to show that he is doing what he thinks his job is: to get listeners/viewers.
From my observations, he has a huge network of sports related guests, and is the top guy in this respect in Canada.
He dislikes interviewing present day athletes since he thinks they are restricted in what they say. Who can blame him for that? I think athletes are boring as heck to listen to. I love Wayne Gretzky, but I can't think of anything of much interesting he said during his play time.
Callers into radio stations represent a tiny percentage of the overall audience, and unless he is interested in creating some fun with that, I doubt that engaging in chat with them will advance his agenda.
Sorry I guess my post is just about as boring as an athlete