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What you mistake as rooted in courage is actually a product of megalomania.

I'm not so sure about that. My analysis from another post on another thread:
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I will grant that Savage has his weak points, but the two you describe above are silly or shallow and wrong, respectively.

His attacks on other hosts and his constant need for credit betray an obvious insecurity. He swings high and low, which indicate a certain level of manic depression. He may hate the left because despite having run with Ginsburg, et al. in his past, he was never fully accepted into their scene. He is a complex character that never fits anywhere, most likely due to his personality. Even the name Weiner probably helped to shape who he is lol.

One might suspect that all his negatives help contribute to his success in talk radio. To some extent, he probably has a sympathetic audience and many may identify with certain tragic elements of who he is.

That's my pop-psychological, simplistic and probably unoriginal analysis on the subject.

I should add that Savage basically acknowledges most of the negatives I had written, in his own way of course. He opens up as to who he is and what drives him, often. When you hear him dive into those episodes, it becomes more clear that he is most definitely driven, flawed in many ways but far from fake.

He does flip flop (he can run hot and cold on Busy for instance), but I think this arises out of the fact that he is a complex individual and not so shallow as to retain an unyielding opinion on all subjects. Different parts of his psyche wins the internal debates at different times. While perhaps not acceptable to those more interested in pure partisan politics as a superficial sport, it is certainly more intellectually honest.

I don't find him to be overly eloquent (he does make me wince on regular occasions), which provides fuel for things like the silly article quoted by the guy on this thread that thinks he is a communist lol.

None of this matters though because these flaws have helped to find a big audience. I suspect that audience isn't comprised of a bunch of dumb knuckledraggers as those on the Left and establishment RINOs who engage in the same tactics, or simply bow down to the Left, might suggest.