Time to go to the cavern. From the plaza we were in the for the last quest, drop southwest into the water and locate the door leading to the Ratway. Inside the sewer, proceed and you’ll find two thugs talking about the guild. You’ll have to kill them, naturally. Proceed further in and when you drop down, you can go two ways. The long way to the west, or go east and try your luck opening the locked Expert door.

Either way, when going west, in the next room, you’ll find oil all over the floor, so use that to your advantage. In the next room, you’ll find a guy who uses fists as weapons. Kill him and beware of the bear traps inside this room. There’s an Alchemy Station here, so use it if needed and proceed. From here, proceed to the little garden and in the next room, kill the thug and read the book SKILLBOOK “Beggar” on the table to have your Pickpocketing skill raised by 1. Now proceed into the Ragged Flagon.

Inside this cool looking tavern, locate Brynjolf and speak to him. Tell him you’ll collect on his “Deadbeats” for him and now you got three more objectives. Ask about the other tips on each target and you’ll get three more [Optional] objectives.

Speak to Delvin at the bar to increase your Pickpocketing skills by up to five levels.

The objectives are as follow:

Keerava’s Debt

Head over to the Bee and Barb building. Speak to Keevara the Argonian and tell her you have a message for her from Brynjolf. During the chat, tell her that “Don’t say I didn’t warn you” to brawl with her. Beat the living lights out of her and when she’s on the ground, speak to her again and she’ll pay you 100 Gold.

On the other hand; if you don’t wanna brawl with her, speak to the other Argonian here with the marker over his head to learn something intimate about Keerava. Go back and talk to her again and bring up her family and after that, you’ll get the payment.

Haelga’s Debt

Step into her Bunkhouse. Same deal. Tell her about Brynjolf and then brawl with her. Afterwards, she’ll get the money for you. On the other hand, if you wanna avoid brawling, go to the southeast corner and look around for the Statue of Dibella. Steal it, then show it to her to get your payment. Oh, you sneaky bastard you.

Bersi Honey-Hand’s Debt

Head over to the Pawned Prawn and speak to Bersi. Tell him about Brynjolf and then tell him “I think you need to shut your mouth”. Brawl with him and you’ll get your payment. On the other hand, if you don’t wanna brawl, break the vase in front of him and you’ll get your money.

After you got all 300 Gold, return to the Ratway and speak to Brynjolf. He’ll be pleased if you give him the 300 Gold and there were no casualties. He’ll give you a Poison, a Healing Potion and Fortify Stealth Skill. Keep on speaking with him and you’ll join the Thieves Guild.

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Taking Care of Business

Join the Thieves Guild

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Guide Information

  • Publisher
    Bethesda Softworks
  • Platforms
    PC, PS3, PS4, Switch, XB 360, XB One
  • Genre
    Action RPG
  • Guide Release
    31 May 2012
  • Last Updated
    19 October 2021
    Version History
  • Guide Author
    Greg Wright

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Skyrim is the homeland of the Nords, a fierce and proud warrior people who are used to the bitter cold and mountanous terrain that mark the lands of Skyrim. Wracked by civil war, and threatened by the return of the legendary dragons, Skyrim faces its darkest hour. You must make sense of this maelstrom, explore the frozen tundra and bring hope to the people. The future of Skyrim, even the Empire itself, hangs in the balance as they wait for the prophesized Dragonborn to come; a hero born with the power of The Voice, and the only one who can stand amongst the dragons. You are that Dragonborn.

Version 1.2

  • Introduction to the Races.
  • How to complete every storyline quest.
  • Where to find and conquer every side-mission.
  • Location of every powerful Dragonwall.
  • Search out and defeat every Dragon.
  • How to find hidden, powerful weapons.
  • Over 200 captioned screenshots provide even more help.
  • Dragonborn DLC covered in full.
  • Dawnguard DLC covered in full.
  • Screenshots for the major side-missions.
  • Achievements/Trophy descriptions (includes all 3 DLC packs).
  • Character Creation guide.

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