There are different issues with each show/journalist
Howard Simon could probably be considered decent. I'd imagine his style appeals to a wider base of people. His weakness is his writing. He shouldn't write articles.
Jeremy White is annoying to me (though I recognize that's just an opinion). He's overly zealous in a long of seemingly wrong opinions.
Kevin Sylvester is super arrogant without cause. I frankly liked him better as an announcer than I do as a host (and I didn't like him as an announcer). I am also surprised by how little he has been able to help Andrew Peters adapt to radio (learn the ropes).
Speaking of Andrew Peters... he should not be on the radio. He doesn't think well on the spot. He isn't fluent in his first language. The entire show is more often awkward than anything else.
Brian Duff is excellent. In my opinion he should be the host of hockey hotline (with a different player co-host altogether). In fact, they should have Duff doing as much as he is willing to do.
Schopp and the Bulldog is not meant to be informative. It is an entertainment/opinion show. Some people don't get this (especially hard-core hockey fans that post frequently on hockey message boards). They hold that show to a standard they are not aspiring to. Then there are the people that GET that it is entertainment, but simply don't like it. That's a different issue altogether (just an opinion).
Coach Sal is above average.
Joe Buscalia is above average.
I sometimes get the feeling that some of them, on WGR, are on the right tract (using analytics to create interesting conversation), but that they don't really know HOW to use the statistics (it's rather random).
The John Murphy show is excellent. It intends to be informative and interview oriented and it does both well. Murph has a great on-air presence... calm, collected, prepared, etc.
Paul Hamilton is OK in my opinion. He, at least, really has some insight into some of the players and how they relate to each other and the coaches.
Jerry Sullivan is sometimes right, but in an annoying way and for the wrong reasons. I don't find him very insightful (mostly obvious complains). At least he can write alright.
Harrington, like Sullivan (in my opinion), just does his job without the proper etiquette. To me, if you're emotionally involved in the story to the degree that they appear to be... you shouldn't be on the job anymore.
The best place I have found to stay up to date, gain insight, etc. is this very message board.