You also forgot Disco Stu, who is undoubtedly the coolest.
Others include: Dr Marvin Monroe, Bumblebee Man, Krusty and the Sideshows (not forgetting Corporal Punishment), Mayor "Diamond" Joe Quimby, Rainier Wolfcastle, Kent Brockman and many others who are considerably more cool than those listed. Even Bleeding Gums Murphy is cooler than Groundskeeper Wullie. This list is wrong!