there are a few people i feel as if were left outta the list. first off, i dont know if you mean heel as in your foot but if so i gotta say shaun michaels, the super kick.
also faction- the hart foundation
Tag Team- Legion of Doom (come on their shoulder pads kicked ass)
Monster- Andre the Giant, Bam Bam Bigalow, Psycho Sid
Manager- i agree with your first, but for #2 and #3 i think it should be paul bearer with his urn and sunny when she managed the smoking guns, not much to explain there, shes a babe so uhhh she gets my vote.