#2 Jim Ross
You can't get any more middle American than Jim Ross. The former president of the Oklahoma future farmers of America went on to study broadcasting in college.
He was given a chance to commentate for the NWA in 1974 and found his true calling. Jim's ability to speak quickly and clearly, with excellent diction, was perfect for calling the blistering pace of wrestling matches.
Ross was the lead announcer for the NWA promotion before jumping ship to the WWE, where he is perhaps best known from. Jim Ross originated phrases like 'slobber knocker' for a brawl, and of course, his infamous "As God is my witness, he is broken in HALF!"
Ross struggled through battles with Bell's palsy, which kept him out of the announce booth on occasion, but he always managed to come back stronger than before. The Attitude Era just would not have been the same without his by play with Jerry, the King Lawler.
Jim Ross now works for New Japan, but he has his finger in many wrestling pies, like his podcast.