Older Than They Think: CM Punk's stint as a commentator is very much like Hennig's when he was put on the Raw broadcast team with Vince McMahon while rehabbing an injury.
So Bad It's Good: WWF aired vignettes to promote the debut of Mr.Perfect, which showed him excelling at a variety of sports to a ridiculous extent and looking smug while doing it. The vignettes did work, however, as Perfect became one of the most hated heels in the company.
His run with the West Texas Rednecks, specifically their song, "Rap is Crap."