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Skyrim Thieves Guild Guide: Quest Order & Fences

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You join the Thieves Guild by talking to Brynjolf in Riften (the market by day, the Bee and Barb inn at night). There are 12 primary quests, but the last one, Under New Management (becoming Guild Master), also requires four "reputation" quests, each unlocked by finishing five jobs in one of four holds. Finishing the primary quests alone will not start it. You can begin the jobs at any time once you are a full member, meaning after Taking Care of Business (UESP).

Sources and scope. This follows these UESP pages, checked on 13 November 2026: Thieves Guild (faction) (revision of 15 June 2026), Under New Management (13 October 2026), Darkness Returns (1 April 2025), Blindsighted (16 August 2026), Taking Care of Business (14 June 2026) and the other quest pages. We last confirmed the game version as Special Edition 1.7.104 on 10 September 2026. I did not launch the game to test any of this. It follows UESP as written and assumes no mods or unofficial patches.

How to join

  1. Talk to Brynjolf in Riften. He asks about your wealth and offers a "little plot", which starts A Chance Arrangement.
  2. Steal Madesi's Silver Ring and plant it on Brand-Shei. If you fail, Brynjolf still gives you the next quest (UESP).
  3. Go through the Ratway to the Ragged Flagon, the guild's headquarters. The entrance is an inconspicuous gate on Riften's lower level, with enemies on the way.
  4. Finish Taking Care of Business to become a full member. The reward is three leveled potions, depending on how you resolved each debt.

Getting expelled. Assaulting or murdering a member, getting caught stealing from the guild, or killing someone during a guild quest gets you expelled. Rejoining costs 1,000 gold in Reparations (UESP).

The 12 primary quests in order

#QuestGiverWhere / whatNotes (UESP)
1A Chance ArrangementBrynjolfRiften. Steal a ring and plant itReward 100 gold. You can continue even if you fail
2Taking Care of BusinessBrynjolfRiften. Collect three debts (Keerava, Bersi Honey-Hand, Haelga)Full membership. Bronze achievement "Taking Care of Business"
3Loud and ClearBrynjolfGoldenglow Estate. Burn three beehives, take the bill of sale from the safeLeveled gold reward
4Dampened Spirits(Maven Black-Briar)Honningbrew Meadery. Sabotage a rival brewerUnlocks fence Mallus Maccius. Leveled enchanted one-handed weapon
5Scoundrel's FollyMercer FreyWinking Skeever (Solitude), East Empire Company WarehouseUnlocks fence Gulum-Ei. Upgraded guild armor
6Speaking With SilenceMercer FreySnow Veil Sanctum (northeast of Windhelm), tracking KarliahReward: Gallus' Encoded Journal
7Hard AnswersKarliahEnthir in Winterhold and Calcelmo in Understone Keep, Markarth. Make a rubbing, with paper and charcoal, of the stone tablet (the Falmer Translation Guide) needed to translate the journalUnlocks fence Enthir. Reward: Nightingale Blade
8The PursuitKarliahRiftweald Manor. Break into Mercer's house and take his plansReward: Chillrend
9Trinity RestoredBrynjolfNightingale Hall. Become a NightingaleReward: Nightingale Armor
10BlindsightedBrynjolfIrkngthand. Kill Mercer Frey and recover the Skeleton KeyFollowers cannot come in. Rewards: Nightingale Bow, Skeleton Key, both Eyes of the Falmer
11Darkness ReturnsKarliahTwilight Sepulcher. Return the Skeleton Key to NocturnalChoose a Nightingale power (UESP's quest stages call it "Choose Nightingale Role")
12Under New ManagementNoneGuild Master ceremonyRequires the four reputation quests and Darkness Returns

The jobs Under New Management needs

To become Guild Master you must finish five of Delvin's or Vex's radiant jobs in each of four holds: Whiterun, the Reach (Markarth), Eastmarch (Windhelm) and Haafingar (Solitude). At five, Delvin offers that hold's reputation quest. UESP lists them as follows.

HoldReputation questWhen done
WhiterunImitation AmnestyYou can bribe guards in that hold to clear a bounty
The Reach (Markarth)Silver LiningUnlocks fence Endon / bribe guards in that hold
Eastmarch (Windhelm)Summerset ShadowsUnlocks fence Niranye / bribe guards in that hold
Haafingar (Solitude)The Dainty SloadBribe guards in that hold
  • Two people hand out jobs. Delvin gives The Numbers Job, The Fishing Job and The Bedlam Job; Vex gives The Burglary Job, The Shill Job, The Sweep Job and The Heist Job. You can hold one job from each at a time.
  • Locations are random, regardless of how many you have already done in a hold. If you get a hold you have finished, quit the job and draw again. Quit jobs are just logged as failed, with almost no consequence, UESP says.
  • Two jobs can finish together. If Vex's and Delvin's jobs fall in the same hold and the stolen item's value also counts toward Delvin's Bedlam job, one theft advances both (UESP).
  • The Reach (Markarth) offers fewer jobs, so take any you are given there (UESP).
  • The Rift is excluded. The guild already has influence there, and finishing Taking Care of Business lets you bribe Rift guards (UESP).
  • You may be sent to Raven Rock (Solstheim) for Bedlam or Fishing. The Bedlam job there is bugged and cannot be completed; Fishing works normally, but Solstheim has no matching reputation quest (UESP).
  • If you finished Darkness Returns first, Under New Management starts automatically when you complete the last reputation quest.

Each reputation quest adds a merchant to the Ragged Flagon: the bowyer Syndus after the first, the apothecary Herluin Lothaire after the second, the blacksmith Arnskar Ember-Master after the third and the blacksmith Vanryth Gatharian after the fourth. The third and fourth also add a guild recruit each (UESP).

When each fence unlocks

Fences are merchants who buy stolen goods (which clears the stolen mark); with the Fence perk you can also sell to merchants you have invested in (UESP). The guild's fences carry a lot of gold: 1,000 at the start, up to 4,000 gold once all four reputation quests are done (UESP). Enthir is the exception and stays at 500.

FenceLocationQuest that unlocks them
ToniliaRagged Flagon (Riften)Taking Care of Business
Mallus MacciusHonningbrew Meadery (near Whiterun)Dampened Spirits
Gulum-EiWinking Skeever (Solitude)Scoundrel's Folly
EnthirCollege of WinterholdHard Answers
EndonWanders around MarkarthSilver Lining (reputation quest)
NiranyeWindhelm marketplaceSummerset Shadows (reputation quest)
Atahbah, Ma'jhad, ZaynabiKhajiit caravansThieves Guild Caravan Fence Quest

Where players get stuck

  • Taking Care of Business: the third debtor folds at once. Collect in any order; after two are done, the last has heard how you dealt with the others and pays immediately (UESP). Talking to Brynjolf reveals each weakness: Keerava's family, Bersi's fragile urn, Haelga's devotion to Dibella. The detail about Keerava's family comes from Talen-Jei in the inn (UESP).
  • Hard Answers: a bug can stop Enthir from talking. If you have started but not finished "The Staff of Magnus" or "The Eye of Magnus", Enthir repeats one line and you cannot progress (UESP). UESP only describes the bug and gives no workaround.
  • Blindsighted: no followers. The entrance is at the top of the ruins, and the path up is winding (UESP).
  • The Skeleton Key is a temporary reward. UESP's list of guild benefits labels it "temporary". You recover it in Blindsighted and return it to Nocturnal in Darkness Returns.
  • Tonilia: the armor-upgrade line can block her other dialogue. If you have no upgradable guild armor you cannot finish her remaining quests or earn "One with the Shadows"; this was only partly fixed. Spare armor is in the Ragged Flagon Cistern (UESP).
  • A Shrine of Nocturnal appears in the Ragged Flagon Cistern after Darkness Returns. The shrine grants the Blessing of Nocturnal; separately, UESP's guild page describes the Nightingale ability as three interchangeable unique powers.

A route we suggest (our judgment)

This part is our own suggestion, not from UESP. Radiant jobs can start right after you join and run alongside the primary quests. Hard Answers takes you to Markarth, Scoundrel's Folly to Solitude and Speaking With Silence to Windhelm, so take one or two jobs whenever you head toward those cities and you will make fewer extra trips. UESP also notes that Vex's and Delvin's jobs in the same hold can be finished together.

What I could not verify

  • Actual in-game behavior (this transcribes UESP as written).
  • Recommended levels per quest: UESP's pages are not consistent about them.
  • The names and effects of the three Nightingale powers (not covered here).
  • Whether official patches since August 2026 changed any guild quest.

Sources

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