Unlike some of his counterparts on this list, Jim Gray is actually a talented journalist and reporter. That's precisely why he makes the cut.
Gray is never afraid to ask the tough questions to stir the pot. His latest controversy involves Corey Pavin's apparent guarantee of a spot on the Ryder Cup team, to a struggling Tiger Woods, which has created a war of words between the normally mild-mannered Pavin and the generally calm Gray.
But behind his stoic exterior, Gray has a ruthless sense of the moment. That's why he ambushed Pete Rose in Game 2 of the 1999 World Series with this question.
"Pete, let me ask you now. It seems as though there is an opening, the American public is very forgiving. Are you willing to show contrition, admit that you bet on baseball, and make some sort of apology to that effect?"
Rose, who was being honored after being named as a member of Major League Baseball's All-Century team, wanted no part of answering the question.
The impact of the aggressive line of questions many people deemed inappropriate caused Gray to issue an apology and the Yankees to snub Gray's request for interviews during the World Series.
One way or another, Gray always seems to find what he is looking for.