Definately hate this achievement, at least its one of the few "bad ones" in the game...
But Skyrim like any TES is actually a game where you can choose your path right? So why does an achievement require you to perform evil deeds... this i don't understand.
Same as asking to pickpockets 50 persons... i am an honest person, i play this game as honest as i can, why should i do that and why should i had to get a bounty in every region of the game... sucks honestly.
But there is only 3 so far i think that are really bad... not too much of a problem... yet it annoys me a bit.
I purposely left some quest out of oblivion cause i was not an evil character... especially some daedric ones, and i don't care there the "best quest" of the game. Personally i prefer being a mercenary hunting a band of thief... i feel like a true hero in a game like that doing stuff like this.
Gears of War Legend