Posted on 16 September 18 at 07:03
Had same problem with not getting it to pop. this is what I did:
Save your game and kill key figures, and when you get a message that "you took a side" teleport away and sleep for 10 days, then return and the achievement should pop (if it doesn't look for another person to kill and repeat)
I got the achievement by Killing Jorg (the berserker who saw the Seperatists talking to an Alb)