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
    11 November 2021
  • Last Updated
    7 November 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 well suited for the bitter cold and mountainous terrain which defines the land. Now scarred by civil war, Skyrim faces its darkest days with the return of the legendary dragons and their leader, the World-Eater Alduin. The future of Skyrim and even the lands beyond hangs in the balance, as the people await the prophesized Dragonborn, a hero born with the power of The Voice and the only one who can contend with the dragons. You are that Dragonborn; your task is to investigate why the dragons are returning, and discover a way to defeat them. At the same time, you’re free to explore Skyrim at your own pace, uncovering its many wonders along the way.

Version 1.2

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