In my opinion, Jerry Lawler is one of the greatest babyfaces in the history of the sport. Unfortunately, however, he is most known as a commentator and the guy who had Bret Hart's foot shoved down his mouth. But, the fact is, if you watch those Memphis tapes, man, that guy was a SPECTACULAR babyface wrestler, and those fans LOVED him. And it lasted for years and years and years. Hell, that territory stayed around longer than any other after Vince monopolized the business, and it was all because of Jerry Lawler. Not because of Jerry Lawler the business man, but because of Jerry Lawler the wrestler. The fans loved him too much in Memphis to ever abandon him and his company, even after he signed with WWE. That shows a lot, if you ask me.
Ted DiBiase was a great heel, but he was nothing but a mid-carded all throughout his career. Even in Mid-South/UWF he never got a top spot. You could argue that it was all politics, but it's still a fact that no company ever trusted to give this man their World Title and let him carry it. Does it make him a bad wrestler? No, but it does make him inferior to Lawler, who had an entire state at the palm of his hands for nearly two decades, and even had a nice mid-card run in WWE as well, before becoming one of their all-time greatest color commentators.
I really, really like DiBiase, but to me this really is a no contest. Lawler should win, no doubt about it.