Anyone got the "Sneak Thief Extraordinaire" achievement? its really hard, I need help.

Iink · April 2016

pickpocket 1000 citizens of tamriel. I want that green dye so badly, but I also have a life to live. So far I'm at 200/1000 and it took forever, I grind at towns but it isn't always a successful pickpocket and the bounty makes it harder.

Has anyone done this achievement, any advice or good grindspots?

Aetherderius · April 2016

Pickpocket the poor people in town - beggars and the like. They're marked as Easy. If you empty out a person (stealing 3 times) then that counts as 3 people. Make sure to fence the stuff you steal to level up you Legerdemain skills, and put points into pocket picking. And if you have the Thieves Guild DLC, take repeatable quests that need you to pickpocket.

UltimaJoe777 · April 2016

Want something to do while you pickpocket 1k people? Then do pickpocket tip board quests over and over and over and over and over... That right there is anywhere between 9-30 toward your count if you gun for the best reward if you have the DLC access.

Recommended Method is to max Light Fingers and do the following:
Pickpocket Easy people until they are empty.
Pickpocket Medium people up to 2 times, when the chance goes green.
Pickpocket Hard people once, when the chance goes green.

90% will not net you a bounty too often unless you're unlucky, and if Swiftly Forgotten is at Rank 3 the bounty from it and it alone will clear the next time it decreases, which is up to 3 minutes. You can also use those pretty blue edicts you can stockpile if it gets too high...