I haven't listened to him like you apparently have. Your dissatisfaction seems a little like buyer's remorse.
Then you’re not aware that Howard Stern marketed himself as a moral family man, devoted to his wife despite all temptation. That is even the theme of the movie about Howard Stern.
Then he dumped his wife for a model.
He also is not devoted to Free Speech, he is a money grubbing actor who pretends to care about the ability to speak your mind.
He’s a rich phoney nasty creep and now a supporter of left wing causes.