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You'll receive this quest from Brynjolf at the conclusion of the quest
A Chance Arrangement
Brynjolf will invite you to join the Thieves Guild -- provided that you can survive the Ratway. You'll find the entrance to the Ratway (Exit A) on the lower level of Riften just to the south of the market. Inside, you'll have to defeat some unique thieves -- namely Drahff and Hewnon Black-Skeever (#1), Gian the Fist (#3), and Lowlife (#5) -- and you'll also have to deal with some traps. But eventually you'll make your way to the Ragged Flagon (via Exit B), where you'll find Brynjolf standing at the bar (#6).
When you talk to Brynjolf, you'll learn that he'd like you to take care of three "deadbeats" who owe the guild some money. He'll want you to send a strong message to them, but he'll want you to stop short of killing them. The three deadbeats are:
- Bersi Honey-Hand. You'll find Bersi working in the Pawned Prawn. To convince him to pay, you'll either need to brawl with him, or you'll need to use your weapon to break the dwarven urn in his shop.
- Haelga. You'll find Haelga in Haelga's Bunkhouse. To convince her to pay, you'll either need to brawl with her, or you'll need to steal the Statue of Dibella near the front desk (but conveniently located so you'll be out of sight if you decide to take it).
- Keerava. You'll find Keerava in the Bee and Barb. To convince her to pay, you'll either need to brawl with her, or you'll need to talk to Talen-Jei (also in the inn) and learn that Keerava has some family in Morrowind.
Note: After dealing with two of the deadbeats, word will start to get around, and the third deadbeat will immediately pay up when you get to him / her.
After collecting all three payments, when you return to Brynjolf (#6), he'll officially welcome you into the guild, and he'll reward you with some random potions.
1 - Drahff and Hewnon Black-Skeever
2 - Raised Bridge
To lower the bridge, you'll need to circle around to its southern side, where you'll find a lever.
3 - Gian the Fist
Gian will drop
Gloves of the Pugilist
Ring of Rejuvenation
when he dies.
4 - Alchemy Lab
5 - Lowlife
On a table in this room you'll find the book
, which will increase your Pickpocket skill by 1.
6 - Bar
- Exit to Riften.
- Doorway between the Ratway and the Ragged Flagon.