How is it a sad day for free speech? No one forced him to leave. He just didn't want to play by the rules. It is one thing to push the envelope, but what he was doing was WAY beyond the bounds of what could be termed acceptable. He was rude, boorish, annoying and obscene (for public airways). He is entire shtick was to push the boundaries and be an asshole.
I say that Howard, by pushing the limit as much as he did, ruined the airways for many others (he did not do it alone - Opus & Andy as well as others did their fair share).
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