Skyrim Walkthrough: Joining Thieves Guild / Taking Care of Business

After you have either completed or messed up the A Chance Arrangement quest with Brynjolf, he tells you that you can help his "organization" if you're up to it.

He tells you that there is a pub called the Ragged Flagon down in the Ratways of Riften that is run by his "organization" and that if you can make it there in one piece, he'll give you more work.

This is a very straight-forward quest and takes very little effort if you are above level 10 ish. All you need to do is follow the quest marker to the door into the Ratway. You will find it on the lower level off the walkway that follows the water very near the little marketplace area. Once you've gotten in, simply follow the path ways until you get to the Ragged Flagon. Unlike sewers in some other games, this initial part of the Ratway not a maze at all. There are some little rooms here and there as well as about 4 people to kill on your way, but you should have no difficulty finding the Ragged Flagon.

Once inside, go around the little lake thing and go talk to Brynjolf who will be standing near the bar (with a quest marker on him). When you talk to him, he will be surprised that you made it and will tell you that now he has more work for you. He will tell you about 3 people who owe the Thieves Guild money. He tells you that what is more important than the money is getting them to understand that the Thieves Guild is not an organization to mess around with. If you keep talking to Brynjolf, he gives you valuable information about how you can manipulate each of these people into doing what you want.

Again, just follow the quest markers to the locations of each of the three people. I started out talking to each of them without doing the extra manipulation technique mentioned by Brynjolf. This only worked on one of them for me and I was forced to use his advice.

Each of these three people is found right in Riften and none of them are found far from the door to the Rateway so you don't even need to walk much. Tell each of them that Brynjolf has a message for them - if they don't respond by giving you the money then go to the manipulation technique (the dwemer vase, the statue, or Talen-Jei).

Once you have gotten the money from each of them, go back to the Ragged Flagon and talk to Brynjolf. He will tell you that with the way you handled these three, he thinks his "organization" could use you some more. He will give you a few potions for the work you did and you will be able to ask him fo more work now.