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I'm trying to get the "Undercover" achievement which requires me to "Complete an issue in a hostile town". As a mercenary, I tried sneaking into towns of factions we're at war with but then NPCs refuse to give me quests because we're at war. I also read somewhere you could take the quest before being at war - so I went to a town, took the "Army of Poachers" quest (that I knew I could complete without going back into the town) from a merchant, then went to their enemies to become a mercenary and... the quest auto-cancelled.

So now I'm pretty lost as to how I'm actually supposed to do this.

Playing on 1.3.15 if it matters.

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Finally got it, putting the info here in case someone has the same questions down the line:

  1. I took a gang leader's quest (delivering weapons), then bought the necessary weapons.
  2. I tried to exort a nearby village and they fought back, which drove my crime rating up to the point where the kingdom in question declared war on me. (You don't have to go through with the battle against the villagers, you can then cancel)
  3. I sneaked back into the town (do not use a disguise otherwise NPCs won't recognise you and you can't complete the quest - it has to be the 'sneak' option that has a chance of failure) and handed over the weapons.
  4. I then waited a bit but got captured by a patrol (can't wait inside settlements when you're officially an enemy)
  5. I waited some more in prison, eventually I was offered to pay for my freedom and I took the offer... then the achievement popped.

In the end it feels to me like "Getting captured and then buying your freedom" is what counted as "Completing an issue", but I can't be entirely sure because I know this game sometimes takes a while to process some achievements so it could be a coincidence.

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