Kefka, once poisoned a whole castle full of people. And laughed about it as they died. From
Final Fantasy VI.
GLaDOS, once murdered an entire facility full of scientists and enslaved their children, for science! From
Portal.
LeChuck, once incinerated people using a rigged fairground ride so he'd have more corpses for his army of the undead. From
Monkey Island.
Revolver Ocelot, once made a career out of betraying his allies and getting them all killed. From
Metal Gear Solid.