2014 Anime Villains Tournament Round 1, Match 16
And the last match up of the day, Kanoe from X vs. Harry McDowell from GunGrave.
Harry McDowell, easily.
! Shoots his best friend who he grew up with in the face and throws him out of an elevator… over a mere MISUNDERSTANDING.
! And then proceeds to kill his mentor - the man who treated him like a son and taught him everything he knew - while taking over his company.
! Not to mention he is in some way responsible for the death of EVERY MAIN CHARACTER IN THE ENTIRE SHOW, save one.
Still haven't seen Gungrave, but I've heard that Harry McDowell is an amazing villain, and from what I know about the show I'd like to beleive that is the case.
I vote for Harry McDowell.
I'll go with Harry McDowell due to Spaceman Hardy's post.
Harry McDowell - GunGrave, for reasons already explained.