Oblivion Thieves Guild Questline Walkthrough

by Scott White on 22 April, 2025

If the idea of sneaking around and swiping the goods from others sounds like a good time then you may be cut out for the Thieves Guild. This clandestine organization pilfers and profits around Tamriel, dealing in stolen items. Unlike their more violent counterpart in the shadows, The Dark Brotherhood, the Thieves Guild has a strict "no killing" policy while on the job. This guide will take you through the elaborate questline of the guild, from new recruit to master thief in no time.

Joining the Guild

Around the Imperial Capital, you will find wanted posters stuck to the wall. Look at one and then speak with one of the various beggars around, such as Simplicia the Slow, and after getting their disposition up past 75, ask about the Gray Fox. Say that you want to work with him, and you will be pointed towards the Garden of Dareloth in the Imperial Waterfront District and to be there at midnight.

The Garden can be found in the backyard of an abandoned shack. Once there, wait until midnight.

Speak with Armand Christophe (the guy holding the torch) after improving his disposition to at least 50, and ask to join the Thieves Guild to begin your first test and initiation into the guild.

QUESTS

May the Best Thief Win

"I spoke with Armand Christophe, who is a member of the Thieves Guild. He offered me a chance to join the guild, but I have to compete against two other thieves, Methredhel and Amusei. Whichever one of us steals Amandtius Allectus' Diary first will be inducted into the Thieves Guild. It's somewhere in the Imperial City. He told me that beggers might be able to tell me where to find him."

Your first mission to get Into the guild is to retrieve the diary of Amandtius Allectus' diary. While you can go around bribing beggers to get information, you don't have to. His house can be found in the southeast corner of the Temple District.

His home is locked with an easy lock, so make sure you have some lockpicks handy, and if you need some you can buy some for 5 gold a piece from Armand.

Once you are inside the house, the Diary can be found in a small desk off to the right so quickly snag it. If you aren't fast enough, Methrendhel will beat you to it, which if that's the case, you will need to follow her out of the house, and steal it from her when no one is looking.

With the diary in hand, head back to Armand in the Waterfront district and give him the diary, and you will officially become a member of the Thieves Guild. Congratulations!

Independent Thievery

"Armand told me that he won't have any commission jobs for me until I sell more stolen property to Ongar the fence. I'll need about 50 gold worth of stolen goods before he will trust me sufficiently."

In order to prove your worth as a thief and get access to the special jobs the guild offers, you will need to show of your thieving skills but selling off items you have "procured". Your fence (aka the person who will buy the stolen goods off you ) is Ongar. His small house can be found in the southern area of the town of Bruma.

In order to unlock other Thieves Guild quests you will need to fence the following amounts:

50gp : Untaxing the Poor
100gp : The Elven Maiden
200gp: Ahdarji's Heirloom
300gp: Misdirection
400gp: Lost Histories
500gp: Taking Care of Lex
600gp: Turn a Blind Eye
700gp: Arrow of Extrication
800gp: Boots of Sprinheel Jak
1000gp: The Ultimate Heist

Untaxing the Poor

"Armand of the Thieves Guild has asked me to recover the tax records and taxes collected by the Imperial Watch. They are held by an over-zealous Captain named Hieronymus Lex in the South Watchtower."

Your first big job with the guild involves recovering ill-gotten taxes and the tax records from the vindictive guard captain, Hieronymus Lex. When you're ready, head to the Imperial City's Temple District and the Southern Watchtower. What you seek will be on the top floor.

You are free to enter the tower's bottom floor, but to reach the top, you must use the restricted ladder in the back.

Waiting until late at night (anytime between 2 and 3 a.m. will work) will allow you to see the guards and Lex himself asleep, making your mission a lot easier.

The ladder leading up to Lex's quarters - and the records - is behind an easy lock so pick that and head upstairs.

To the right of where you enter, you will find an Average-locked desk that contains the tax records. Pick it up and recover the documents.

With the documents in hand, head back to Armand in the Waterfront district to give him the records and complete your mission and be promoted to "Footpad" within the guild.

The Elven Maiden

"Armand of the Thieves Guild has asked me to steal the bust of Llathasa Indarys from Cheyhindal. They will pay 100 gold coins"

After you have fenced 100gp worth of goods with Ongar and completed the previous guild quest, "Untaxing the Poor," Armand will give you our next task - to procure a statue.

Head to Cheydinhal and straight towards the large temple in eastern part of the town - the Great Chapel of Arkay. The bust can be found inside.

Just inside and across the room from the altar, you will find stairs town that will lead to the chapel's undercroft. Unlock one of these average-lock doors and head in.

Once in the undercroft, head down the outcove to the left, avoiding anyone patrolling the area, and in front of a coffin you will find the bust. Sneak back out and remember to not kill anyone!

As you return to the Waterfront District, you will be notified that Armand won't be in his usual spot due to increased guard presence and Methredhel will run up to you explaining you will need to plant the bust of a mole within the Thieves Guild - Myvryna Arano.

Arano's house is in the Waterfront District and marked on your map, to head over,

The single entrance is her front door, and with the increased number of guards, including Lex himself, it can be a bit tricky sneaking and unlocking her Average-lock door to get inside. If you have the Shadow's blessing to go invisible, it will help. Otherwise, just be patient and wait until the stealth icon shows that no one is watching you.

Just inside Arano's house, to the right of her bed, is her cupboard where you need to plant the bust.

With the evidence planted, head out and speak with Lex. In order for him to believe you, raise his disposition of you by either Coercing or Joking with him. Or use some of your funds you've gained from fencing items to bribe him.

Once Lex has confronted Arano and arrested her, return back to the normal spot in the garden the following night to meet Armand and complete the mission. You will be promoted to 'Bandit' and gain a new fence contact - Dar Jee of Leyawin.

This also marks the last time you will be taking missions from Armand, and instead you will be accepting missions from Skri'vva in Bravil that you can find in the Loneyl Suitor Lodge.

Ahdarji's Heirloom

Head to Bravil to meet your new Doyen - the kajit S'krivva who can be found either in her house (when the door is unlocked) or in the Lonely Suitor Lodge inn - after you have fenced 200 gp and completed 'The Elven Maiden' quest. Speaking to her, agree to her mission to recover a stolen ring from Ahdarji in Leyawin.

Travel to Leyawin and meet with Ahdarji (the best places to find her are in her house, the Three Sisters Lodge, or Five Claws Lodge). Speaking to her, you will discover the identity of the culprit who stole her ring.

You can find Amusai in the Leyawin's castle dungeons, where you can speak with him which will then send you on a mission to speak to other beggers, get other info, to then befriend and get information from a stewardess who will then tell you how to get the ring, or you can just go get the ring.

Spoilers, the castle's countess has the ring. In order to get to it you will need to sneak into her room while she's sleeping to get it. Luckily there is a secret passage to their chambers accessible via the castle's basement which you can get to via the door to the right of the thrones.

Down in the basement, in the rear of the room you will fine a hollow barrel with a lever inside, pull it to reveal a hidden passage.

Proceed through the passage way, unlocking the few doors you come across until you get to another lever on the wall, this will lead into the private chambers of the count and countess. Be sure to head in late at night (1am or later) to make sure she is asleep.

Once out of the passage and into the chambers proper, take a left and straight through the door at the end of the hall and into the bed chambers. The door will be an easy lock.

In the left corner will be the bed and to the right will be an average-locked jewel box where you can find the ring.

With the ring in hand, sneak back out the way you came, avoiding the patrolling guard. Once outside, return the ring to Ahdarji.

Return to S'krivva and let her know off your success and she will promote you to the rank of 'Prowler' and you will earn 200 gp.

Misdirection

"S'krivva tells me that Hieronymus Lex, Captain of the Imperial Watch, has pulled guards from all over the Imperial City to lockdown the Waterfront. He has vowed to remain there until someone rats out the Gray Fox. If I want to help I have to find Methredhel. She is hiding somewhere in the Imperial City."

With 300 gp fenced and Ahdarji's ring returned, speak with S'krivva to get your next mission. You need to help divert Lex's attention away from his crusade against the Waterfront. Head to the Imperial City and track down fellow thief Methredhal.

Methrendhal can be found in Dynari Amnis' house located in the Talos Plaza of the city. Speaking to her, you will be told to snag a staff from the Archmage of the Arcane University and leaving a note.

After waiting until it's late (2am is a safe time) take the two purple portals up to the ArchMage's quarters where you will see the staff in question. Take it and then sneak around to the nightstand next to the bed to leave your note and then depart. If there are people in the tower still awake, quickly sneak around behind them, or use invisibility spells to get by them. You won't be arrested if they see you, but they will follow you into the Archmage's quarters so you will need to be quick.

With staff in hand, return to Methrendhal and then to the Waterfront District to spy on Lex to see what he does.

At the Waterfront District, head back to the houses near the garden you would often meet Armand at to see Lex and a bunch of guards walking around. Get close to him (We recommend perching on a nearby roof), and after some time, you will see a scene where he is visited by a creature sent by the mages and told to move out. Lex drops a note and walks away, grabs it, and then return to Methredhal.

Methredhal tasks you with returning the staff you stole as to keep the relations with the mages from souring, and tells you to place it safe chest in the home of one Ontus Vanin - also found in the Talos District you are currently in, in the southern area of the district.

Picking the average lock to get in, head upstairs to his room (an easy lock on his door) and to the right you will find his chest. Interacting with it will place the staff inside and complete you mission. With that done, return to Bravil and speak with S'krivva, get promoted to Catburglar and also get a new fence to sell your stolen items to - Luciana Galena in Bravil!

Lost Histories

With 400 gp fenced and a staff stolen (and returned), you're ready to track down a book. Speaking with S'krivva will give you your next mission, which is to find a book and hopefully the missing guild member who had previously been sent to collect it. Head to Skingrad to track it down.

Head to Castle Skingrad and head to the castle's dungeons, where you will find Theranis - the missing guild member. To get to the holding cells where he is being held you have a couple of options open to you; you can commit a crime and get thrown in, you can speak to the Shum gro-Yarug in the castle and ask for a job, or you can sneak it (a little lock picking and invisibility is your best bet for this approach as there is a guard right by the door.)

Once inside, head to the back where you will find a candlestick on the wall, interacting with it will open a secret passage. Follow it.

Use the lever by a nearby wall to open stone door.

Following the blood spatters on the floor you will soon come to a wine storage room and in the back will be a large cask with another strange candlestick next to it. Interact with it to open yet another secret door.

Before long you will come across a menacing pale lady, who you will have to kill (you aren't robbing from her after all so it doesn't break the guild's rules).

Behind the Pale Lady's body you will find the body of fellow guild member Theranis, dead in a puddle of his own blood, but you will also find locked in a cell our old pal Amusei. Speak to him and ask him about Theranis and the book.

To get info on the book, Amusei says he will tell you, but only after you escape the castle with him.

Before you leave with Amusei, be sure to loot the Pale Lady's body for the Skingrad Castle Key which will open many of the doors on your way out. After the wine room, instead of turning left (the way you entered from) instead turn right and use the door at the end of the hall to the Dining Hall.

In the hall, head to the large dining area and take the door found off to the right in the rear of the room to the County Hall.

Once you are far enough away from the castle, a pop up will appear. Speak to Amusei and he will tell you where to find the book - under a bush near the well behind Nerstarel's house.

Nerstarel's house can be found in the northern area of Skingrad, so travel there (shaking off guards if you need) and grab the book.

With book in hand, travel back to S'krivva in Bravil and give her the book to complete the guild quest, and earn yourself 400gp.

Taking Care of Lex

"First, I steal the letter from steward Dairihill's desk in Castle Anvil. Then get a forgery made. I have to find and pay for my own forger. Then seal it with the Imperial Watch seal from the legion commander's desk in the Imperial City. Dairihill cannot be trusted to deliver the letter. I must personally deliver the forged letter to Countess Umbranox of Anvil. I will be paid 500 gold, plus the cost of the forgery."

Having fenced 500 gp and completing a number of missions, it's time to deal with the annoyance that is Lex. Speaking to S'krivva she outlines a plan to get him transferred, but it requires you to do some work so head out to Anvil and start talking to the beggers.

Speaking with the local beggers, you will hear about a blacksmith that is privy to a secret passage in the castle that may help you so head into the castle next.

In the castle, head to the right of the entrance to find the entrance to the smithy. Speak to the blacksmith or you can go straight out the back door of the room, and then take a right where you will come to a small room with bottles of wine and casks. Interact with the right pillar on the wall to reveal the hidden passage and follow it.

Unlock the east door to the private quarters and then at the next deadend, interact with the left pillar to open another passage.

Take a left and unlock the average door into Dairhill's office and just inside you will find his desk (an easy lock) with the list of candidates inside.

With the list in hand, make your leave from the castle via the way you entered. Head into Anvil and to the Abandoned House, south of the main gate, and speak with the Stranger inside. Ask him to forge your letter, and then return 24 hours later. The letter will cost 500gp so be sure you have that much on you when you return for the letter.

Now to get the Imperial Seal. Head to the Imperial City Prison area, where you will find the entrance to the Imperial Legion Offices. Behind the very-hard locked door will be a desk with the seal sitting ontop of it, interacting with the seal will cause your mission to update and now it's time to head back to Anvil Castle.

Inside the throne room you will find the Countess, speak with her and give her the note. Once that is done, you get to go tell Lex the good news!

Finding Lex can be a bit annoying as he tends to wander, but by having this set as your active quest, the quest mark will point you right to him, alleviating much of the headache.

And with Lex reassigned, return to Bravil to tell S'krivva the good news and get your reward, 500 gp, the rank of Shadowfoot, and a new fence - Orrin of Castle Anvil!

Turn a Blind Eye

"Methredhel sought me out and delivered a message from the Gray Fox. I am to meet him at the home of Helvius Cecia in Bruma. He has an important task for me. Finally, I am going to get to meet the head of the Thieves Guild in person."

You're hitting the big time now, having fenced 600gp and completing your missions for S'krivva, Methredhel will seek you out as you walk around any of the main cities - the Grey Fox himself has summoned you. Travel to Bruma and seek out Helvius Cecia's house to meet the legend in the flesh.

The Gray Fox tasks you with retrieving an item, Savilla's Stone, from a temple known as the Temple of the Ancestor Moths north of Cheydinhal. Travel to Cheydinhal and start running (or just steal a horse)

Once there, track down the crypt which is locked by a hard door. Pick the lock and head through until you get to an easy do to the Temple of the Moth Halls.

Navigating the dungeon isn't too difficult, with most of your danger coming in the form of traps - springwires, pressure plates, and ground spikes - which are easy enough to disarm and avoid if you are looking down. Using a Potion of Nighteyes or other skills that help you see in the dark will help out as well.

You will encounter some enemies as well, including spirits - so be sure to have a silver weapon or other magic spell / weapon ready - and the chance of running into the monks that guard this place.

In the final area that holds the stone, a guarding monk protects it - a monk you have permission to kill. Deal with him in your preferred way (letting lose a bunch of arrows into him seemed to the trick nicely). Be sure to loot his body and get his ring of spell reflection, and then grab Savilla's Stone in the center. Becareful of the magic turret nearby.

With the stone in hand, sneak back out the way you came and once you are outside of the temple, fast travel back to Bruma and the Gray Fox.

Give the Gray Fox his stone and he will reward you with 500 gp and tells you that he will call for you when he needs you again.

Arrow of Extrication

"Amusei sought me out and delivered a message from the Gray Fox. I am to meet him at the home of Malintus Ancrus in Chrorrol. He has another task for me. It seems Amusei has finally straightened up and joined the Thieves Guild. He is even trusted enough to deliver messages for the Gray Fox."

Much like the previous quest for the Gray Fox, after you have fenced 700gp, you will be sent for by the Gray Fox but this time it will be Amusei delivering the message. To help speed up the process of Amusei finding you in the big cities, just wait for a day or so, and he should show up. This time you are to meet the Fox in Chorrol in Malintus Ancrus's home. Before you start, be sure to stock up on Lockpicks from your favorite fence, as you will be running into a lot of difficult locked doors.

This time you are tasked with stealing an item known as the Arrow of Extrication from Bravil's court Wizard, Fathis Aren. Head to Bravil.

Once you're in Bravil, head to the castle and up the stairs to the door to the Lord's Manor North Wing. You may need to wait a bit for the guards to stop watching the door, 9am or so they were gone, so take your chance with the lock and sneak in.

Inside, take the first left to another locked wooden door, this will be Aren's room.

Directly across from the door you will find a wall with two pillars on the sides. Interact with the one on the right to reveal a hidden passage and enter.

Inside, take care as there are daedra lurking about but you are allowed to kill them.

Follow the tunnels until you come to an area with a deep pool of water that you can swim down. Facing north, swim down a little ways and you will come to a underwater tunnel to go down.

Follow the tunnels a short way further and you will come to a hard locked door into the Wizard's Tower. Unlock it and head inside.

Inside you will find a bunch of hard locked gates and angry wizards that want to kill you so be careful. At the end of the path and through the wizards will be a door to Aren's Tower where the Arrow can be found.

The danger isn't over as the tower is crawling with monsters and Aren himself that has no problem killing you on sight. Quickly take the nearby stairs up to the third level.

On the other side of the tower will be a small room where you will find a desk and more importantly, a small chest behind said desk and inside your prize. Be sure to get everything from the chest as not only will the stuff sell for good gold, but it will also help get you out of there. Snag in and then get down the the bottom near where you came in.

On the ground, there will be another door, different from the one you exited out of, that takes you to the tunnels. This one will be unlocked with one of the keys you found in the chest and take you outside near Bravil. Escape and run back to the city or get to a spot where you can fast travel back to Chorrol right away!

Return to the Gray Fox and give him the arrow head and he will reward you with 500 gp, the rank of Master Thief and a new fence in the Imperial City, Fathis Ules in the Elven District.

Boots of Springheel Jack

"The Gray Fox has masked me to find out where Springheel Jak is buried. This famous thief died 300 years ago. He is rumored to have owned a pair of magical boots. The story also says he was buried in those boots. A relative of his, Jakbe, Earl of Imbel lives somewhere in the Imperial City."

With the Arrow of Extrication obtained, once you have fenced 800gp of goods, Amusei will once again track you down while you are visiting a city and pass along the message that the Gray Fox has a new mission for you. Head to Cheydinhal, this time to Ganrendel's House, to meet him.

The Gray Fox will task you with finding and stealing the boots of the legendary thief, Springheel Jak. His last descendant, Jakben, Earl of Imbel, lives in the Imperial City, so start your search there.

Jakben can be found Talos Plaza District and you can find his home.

Sneak inside his place early evening and up to the top floor, where you will encounter a locked door into an attic, this is where Jakben will be. Right here, you have two choices - do you want to do this quest the easy fast way or the longer way? The outcomes will be the same, you get the boots, but one way saves you from going through a dungeon and such. Here is the quick way, kill Jakben.

Turns out Jakben is a vampire and the moment you swing at him, he will fight you back and you will be able to take him out without breaking you code with the guild. The trick is to beat him fast before guards come to arrest you. Whether you kill him here or later, you are going to take out poor Jak.

With Jakben dead, loot his body for his boots. Even if the guards arrest you, you will still have whatever you have looted from the body, including the boots of Springheel Jak (looting the dead is technically not stealing, after all).

With the boots in your possession, you are ready to complete the quest, but once you go meet Gray Fox and give him the boots, which give you 50 points in acrobatics, you will lose them. Before you get them, it may be a good idea to tackle some other missions or quests first while you still have the boots, and then, when you're ready, give them to the Fox.

Your reward will be 500gp, and the promise that the Gray Fox will call upon you again.

The Ultimate Heist

"Amusei has given me another message from the Gray FFox. I am to meet him at Othrelo's house in the Elven Gardens district in the Imperial City."

This is it, one last quest for the Gray Fox. After you have Fenced 1000gp and given the Fox Jak's boots, he will send Amusei to retrieve you one last time. Like in previous times, Amusei will seek you out in the big cities, so if he doesn't come right away, just wait a bit. After restocking on Lockpicks, head to the Elven Gardens district in the Imperial City and find Othrelo's House.

Speaking with the Gray Fox, he will lay out an intridicate and elaborate plan that will see you traveling through something known as the "Old Way", trick some blind priests in an effort to get an Elder Scroll. One nifty tweak to your normal quest however is that the Gray Fox has approved of you using lethal force if needed.

The full list of the tasks - as presented in the scroll given to you by the Gray Fox - are as follows:

Activate the Old Way using the Glass of Time. It is located inside the Imperial Palace. I do not know what it looks like or exactly where to find it
Find the entrance to the Old Way. It is rumored to be somewhere in the sewers under the Imperial City.
Inside the Old Way is an entrance to the heart of the Imperial Palace. Savilla's Stone was only able to scry the two most important obstacles. For one of them you will need to use the Boots of Srpingheel Jak.
To enter the Imperial City you must use the Arrow of Extrication to to unlock the final door.
Inside the Imperial Palace you must find the Imperial Library. On the bottom floor is some sort of viewing room.
I have arranged to have a particular scroll made available in the Chamber.. The blind monks that care for the scrolls are expecting Celia Camoran, but you will take her place. Just find the chair assigned to visitors to the library. You must not speak or they will know it is not her. Just let them bring you the scroll.
Once you have the scroll, retrace your steps and deliver it to me. Of course, the chances of something going wrong with this plan are very high. When that happens, you'll just have to get creative.

Start by heading to the Palace District and enter the large wooden door to the council chambers. Once inside turn left and head to the end of the hall where a locked door to the basement resides. Stealthfully pick the hard lock and head inside.

There will be a couple of patroling guards to sneak your way around the outer area of the circle, and just past the giant chair you will see the large hourglass that is the Glasts of Time. Interact with it and sneak back out. Time to head to the sewers.

Head to the Arboretum district and in the northeast part of the area you will find a small grate down to the southeast tunnel, take it down.

Follow the path, unlocking the gate as you go, and use the leaver on the wall to open the nearby gate door. Continue on until you find a door to "Beneath the Bloodworks" and enter.

Inside, just for fun, will be Vampire Agents and other nasty things lurking around so stealth around (or kill them). When you enter, take the right path that should lead you to another lever that will open a gate. You will come to a room with a wolf with a gate in the water blocking your way to the west and another room to the north. In that room to the north, turn the level that will raise the gate in the water, allowing continue further west through the sewer. Open the gate with the key the Gray Fox gave you and enter the manhole into the palace sewers.

Drop down from the overhang bridge and head northwest, clockwise around the rooms, you will pass two circular areas, and before long you will come to an old door with stone toppled in front of it. You've found the "Old Way". Head inside.

Right away, take the southern path and it's a pretty straight shot to the next door.

This next room has a lot of undead in it, and thankfully they are slow. If you want to take the time to take them out, feel free, otherwise just run past the enemies in this area and towards your next marker.

You will now be in an area known as "the Lost Catacombs" also filled with the undead. There are A LOT of things that want to kill you in here so your best bet is to just run as fast as you can through. If you do want to get experience, you will eventually come to a wide open space and on the left will be a ruined staircase you can jump up to (this is where the blue-gem switches are) and your enemies can't reach you. This is a great place to turn into a killing zone if you have the arrows.

Once you are satisfied, head straight through the big room and through the stone door into the Hall of Epochs.

Inside the hall, you will get a prompt telling you that this is the area you will need to use the Arrow off Extriaction but that you need to find a good place. Head to the second floor and in the south you will get another prompt about moving some large stone walls and a nearby hard locked door. Pick the door and head inside and press the button on your left. Then hop down and take the southern door.

In here, you will want to make your way north, taking out any of the undead on your way. In the final room you will meet a particularly hearty skeleton wielding a silver mace and steel shield. When he is finished, press the button on the wall behind the reliquary and head back into the Hall of Epochs where you need to shoot the arrow.

The large stone block barring you way has now been lifted and the room is crawling with more undead. Take them out and then stand on the pressure plate between the two glowing red gems. This will reveal your target you need to hit with the Arrow. Be sure to save here so that you don't have to chase after the arrow if you miss. When you're ready, equip the Arrow of Extrication and let it fly. Try to aim at the hands holding the sword aloft and you should hit the target from this distance.

As you approach the newly-revealed passage the two flanking statues will come to life and attack you. Shock damage works well against them.

With the statues dealt with, head down and through the revealed door into the Imperial Guard Quarters.

Inside, stealth around to the south towards the Elder Scrolls Library and head through.

Continued walking counter-clockwise until you reach the mark on your map and unlock the average door into the library.

Take the right path when you enter and use the lever on the floor near the blind librarian and then head the otherway to reach the door into the reading chamber. Take the seat in front of the fire and wait.

Take the Elder Scrolls and head up the nearby spiral staircase, sneaking past and avoiding the monks as you go (Invisibility works great here) and unlock the hard door out of the library. Outside the library, take the path counter-clockwise heading up a few floors, keeping an eye out for guards and monks, always heading towards the quest marker.

You will eventually be directed to a room where you can escape from. Interact with the fireplace to find a secret escape route. Be sure you have full health and the Boots of Sprinheel Jak equipped as you will be dropped a long distance. Drinking a Potion of Fortitude will help reduce the damage as well. You will be back in the beginning of the Old Way, near the door to the sewers. Head back into the Sewers, retracing your steps will lead you out and to safety.

Return to the Gray Fox and give him the scroll, at which point he will give you a ring and tell you to go and give it to Countess Umbranox in Anvil, so quickly fast travel there and give it to her. Doing so will play out a scene and you will you get your reward - you are now the Gray Fox!

Thanks to the Elder Scroll, time has been reworked a bit and now the Thieves Guild has a proper headquarters so when you want, check it out in the Imperial Waterfront District, accessibly in Delethor's Garden, back where this all began.

Congratulations you have no finished the Theives Guild questline, you've become the Gray Fox Guildmaster. Wearing his hood will grant you a number of permanent bonuses including increasing your sneak skill by 25 and Detect Life out to 120 feet. Guards unfortunately will try to kill you as long as you wear the hood, but will forget about you if you take it off.