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Skyrim:Breaching Security

< Skyrim: Quests: Dark Brotherhood
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Walkthrough: written by Beezer1029, not checked
Reward: written by multiple users, checked by Beezer1029
SR-qico-Dark Brotherhood.png
Kill and frame the son of a high-ranking Imperial guard.
Quest Giver: Astrid
Location(s): Dragon Bridge, major cities, along the road
Prerequisite Quest: Bound Until Death
Next Quest: The Cure for Madness
Reward: Olava's Token, leveled gold
ID: DB06
Gaius Maro at the start of his journey in Dragon Bridge

Quick WalkthroughEdit

  1. Speak with Gabriella in the Dark Brotherhood Sanctuary.
  2. Travel to Dragon Bridge.
  3. (Optional) Steal Gaius Maro's travel schedule.
  4. Kill Gaius Maro and plant the incriminating letter. For a bonus, kill him in a major city.

Detailed WalkthroughEdit

Sins of the FatherEdit

When you return from your fateful visit to Vittoria Vici's wedding, you will find a gleeful Astrid ready to move onto the next phase of the plan. She instructs you to visit with Gabriella for the next mission. Gabriella informs you that with the Emperor traveling to Skyrim, the Penitus Oculatus will be securing the way. In order to disrupt the security surrounding the Emperor, you will need to cripple its head, Commander Maro. The Brotherhood's plan to accomplish this is to kill Gaius Maro, the commander's son, and plant a letter implicating him in a plot against the Emperor.

Dragon BridgeEdit

Gabriella has instructions on how to locate Gaius Maro, as well as how to earn a special bonus for this contract. To begin, travel to the town of Dragon Bridge and, if you choose, steal Gaius' travel schedule. This makes things much easier, and you really have no reason not to do it. Additionally, killing Gaius in any city other than Dragon Bridge will grant you the "reading of your future", according to Gabriella, but this is optional. To obtain the schedule, simply sneak into the building where the schedule is located and nab it. Even if you are detected, with weapons sheathed and without casualties, a soldier will only yell, "Hey, you won't get away with that!", one bounty is incurred and they do follow you. (To avoid a bounty, wait until the door shows as being unlocked to go inside. Then, once inside, look to see how many guards are inside. Usually there is only one awake and walking around. Wait for him to go outside and you can now take Gaius Maro's Schedule with no bounty, because the other guard(s) are asleep. Just to be safe, you can always sneak to take it.) Once outside, check what day of the week it is in-game, then read the schedule and travel to the appropriate city. This is the schedule as it appears in game that you steal from the Penitus Oculatus Outpost:

Day Location Notes
Morndas Solitude, the Emperor's Tower -
Morndas evening Solitude, Castle Dour Food and sleep.
Tirdas Windhelm, the Palace of the Kings -
Tirdas evening Windhelm, Barracks Food and sleep.
Middas Riften, Mistveil Keep -
Turdas Whiterun, Dragonsreach -
Turdas evening Whiterun, the Bannered Mare Food and sleep.
Fredas Markarth, Understone Keep -
Fredas evening Markarth, Guard Tower Food and sleep.
Loredas - To be spent at your discretion.
Sundas - To be spent at your discretion.

The StalkerEdit

Don't be afraid to simply wait for a day and follow Gaius around. There is no time limit on this quest, and when Gaius has completed his schedule, he will repeat the same schedule next week. It is much easier to assassinate him on the road when he is alone, but you forfeit your bonus reward by doing so. Wherever you kill him, loot his corpse and plant the incriminating letter on his body, then return to the Sanctuary. Alternatively, you can reverse-pickpocket the note prior to killing him. Some strategies for completing the contract are to wait until he stays at the Bannered Mare in Whiterun. He will go to sleep in a room alone around midnight, allowing for an easy sneak attack. He might also be alone while he's eating in the Windhelm barracks. Conversely, his notes suggest that he doesn't actually sleep in any of the inns or the barracks in Riften, and seems to spend most of his time in the main hall with plenty of watchful eyes, so it might be wiser not to bother him there. As with all the other targets from Nazir, you can alternatively speak to Gaius and provoke him into attacking you; this allows you to kill him in self-defense without a crime being registered.

General StrategiesEdit


Should it be Morndas as per Gaius' schedule seen in the Penitus Oculatus Outpost, he will be in Solitude overlooking Castle Dour's courtyard and the Emperor's Tower during the day. By evening, he will retire to the barracks below where General Tullius and Legate Rikke are normally found. This is a good spot to attempt to stealth kill him as he normally sits at the table just around the corner from the stairs. The guards will be asleep, and thus unaware of any attempt on Gaius, unless it is around 8:00 AM or 8:00 PM. Both these times are when the changing of the guard normally occurs, and the area will be full of guards retiring for some sleep while their relief gets up to head out on patrol. This is especially so if Captain Aldis is himself resting for the night, in which case he might see the murder and trigger a bounty. The chances of this happening are higher if sitting with Gaius when he is killed. A bow or crossbow may be the best option here by hiding in the shadows near the barrels in the kitchen area.

A good opening is when Aldis stands up to walk to the far end of the beds. With his back turned, an opening is made to stealth kill Gaius. Even if Aldis or the guards hear it, with a high enough Sneak, you will generally remain undetected. However, if Gaius is spoken to and made hostile, the guards will awaken and come to your aid, since they'll consider Gaius the criminal for attacking you first. In this case, you will need to deliver the final blow before Gaius becomes non-hostile again, risking a bounty should he not be killed and regains his health. Alternatively, the Ebony Mail acquired from Boethiah's Calling can be used to suck his health away with its poison enchantment.


In this particular city, if Gaius is there to do his rounds on Middas, the alleyway to the left provides an opportunity (the lock on the gate may need to be picked unless the Skeleton Key has been collected). As Maro leaves (around 1:00 A.M.), sniping him with an arrow will avoid detection and any bounty. If the archery skill is at a low level and/or the player does not have the appropriate perks, he may not die with one sneak attack, so there may be a prolonged fight. Another option is to wait in the corner of Riften Castle's courtyard, behind the small grouping of trees, and when he leaves (he exits that side every time at around 11:30 A.M., although the actual times may vary), he will be alone and far enough away from any guards to allow him to be killed without any worry about a crime.

Palace of the Kings or Other Guard BarracksEdit

Gaius will sleep in the barracks with the guards in Windhelm while there for his rounds on Tirdas. This can be one of the hardest places to get him without being detected. Around 10:00 P.M., in the corner by the sleeping guard, he can be sniped with a bow or crossbow (preferably after having coated the arrows with poison). Each time he is shot, he will get up and look around the room. He can be continually attacked without being discovered. The guards in the beds will sometimes get up and look as well, but with some luck and stealth, will ignore you, who should be in the shadows. After Maro is dead, once the guards settle down it is possible to creep over to his body and plant the Incriminating Letter. Sneaking back to the corner, then jumping over the beds with the guards in them until the doorway is reached, allows you to sneak out to freedom. Just as it is in Solitude, if Gaius is made hostile by speaking to him, the guards will awaken and support you since Gaius just made himself a criminal in their eyes by initiating an attack.

The Bannered MareEdit

In Whiterun when he is there on Turdas, it is extremely easy to sneak into his bedroom in The Bannered Mare, as it seems to be the only time he is not bunking in a castle or in barracks. He can be killed in his sleep with the door shut, and then the letter planted. This does not result in a bounty.

However, there is a high chance that Maro might fall behind on his itinerary schedule and therefore only make a brief stop at The Bannered Mare, for some drinks, before continuing on to Markarth. In this case he normally arrives alone on Turdas evening (10:00–11:00 P.M.) and heads straight to the hearth in the middle of the inn for a drink, while enjoying the bard's performances.

With a high level of Sneak and the Ebony Mail, while sneaking he can be shot using a ranged weapon from the balcony of the room overlooking the hearth (it is the same room rented from Hulda). Since this balcony is full of shadowy spots it is possible to hide in one of those and wait for Gaius Maro to charge upstairs looking for his assailant. Once he has touched the shadowy tendrils of poison emitted by the Ebony Mail, it is just a matter of waiting for him to fall lifeless. Then the Incriminating Letter can be planted and the scene left with no alarm raised.

Obviously, this technique can also be used in other dark locations as well. A word of caution though: killing him in public usually leads to collateral damage, so there will be some bodies on the way out of the inn.

Sometimes, he can be killed in full view of guards and citizens. The guards will do their normal "What was that?" routine, but will not see him actually being slaughtered, even though they see you plainly. Citizens, however, will scold you and sometimes turn hostile when they see Gaius Maro killed.

A Direct ProvocationEdit

Another alternative method is for you to approach Maro and use the option of telling him how he will be killed, and then the Emperor. After this, Gaius will begin to attack. Letting him strike the first blow, then fighting back and killing him will not cause a bounty. This method can be used in any major city in order to receive the bonus. If using this method, it is best to confront him in view of a guard – so that it is seen that Gaius attacks first, and the guards come to your defense. However, if a guard wanders into view of the fight as it is proceeding and the first blow he sees is struck by you, a bounty will be earned.

If you are a member of the Thieves Guild and happen to encounter Maro in Riften, he can be provoked, and fellow Thieves Guild members (and even Maven Black-Briar) will come to your defense. They will finish him off. This can also be done in Whiterun, where the Companions are available, or similarly, in the College of Winterhold, where the mages will ally themselves with you, should you be part of their guild. More generally, if Maro is attacked in a town or city where friends are present, they will help to kill him. If he happens to enter your house or homestead, the Housecarls can also be immensely valuable, since they will fight him off too.

Alternatively, if he is killed anywhere in a city where you are Thane, your position as Thane can be used to remove the bounty.

Dragon AttacksEdit

The bonus can also be received just outside a city. If a dragon attacks just outside a city, he can be killed while the guards are fighting the dragon, resulting in no bounty. The bonus will still be counted.


An easy way to kill Gaius without good combat skills is when he is in Dragonsreach, in Whiterun. He can be approached and provoked. Once he attacks, the entire court of Whiterun will assault him. However, they will not kill him, but rather, will lower his health down to the point that he falls to one knee. This allows you to slaughter him with an extra attack or two.


With a high enough Pickpocket skill, it is possible to plant the Incriminating Letter on Gaius before killing him. This allows him to be killed at range and in the open, and the quest completed without approaching his body. With the pickpocket perk Poisoned, poison can also be placed in his pocket along with the note. The stronger the poison the better.

Beast Form or VampirismEdit

While in Whiterun, after planting the Incriminating Letter on Gaius, he can be murdered using Beast Form or Vampire Lord form. Afterwards, escaping to The Companions' Underforge, it is possible to wait until returning to normal appearance.

Immediate HostilityEdit

Gaius can be attacked while outside a major city but not killed, by running away and losing him. Once he has entered a major hold, he will attack you on sight. Since he attacked first, he can be killed with impunity. The guards will either help you or ignore the scene.


At some point while in town on Fredas, Gaius will go to the guard tower in Markarth. Once he is back out of the tower, Unrelenting Force (preferably all three words) will launch him off of the high point that the guard tower is on. The player can augment this with Force Without Effort and/or Dragonborn Force to enhance its effects. After following him down, Gaius will attack once he is back on his feet, causing the guards to see this as a crime and attack him until he yields. He can then be simply finished off, and the Incriminating Letter planted.

Change of ScheduleEdit

Whenever Gaius sees you he begins taking an alternate route. This can make the quest quite hard as he will turn away from a city if he sees you anywhere near it. If this happens, waiting in a tavern in a city on his route will allow him to eventually resume his normal journey.


For this assault on the emperor's security, you will be rewarded with leveled gold. Gaius himself carries a set of rare Penitus Oculatus armor. If Gaius died in a city, you will also receive Olava's Token. The token will give you a miscellaneous quest to find an "assassin of old", which will lead you to a dead Dark Brotherhood member in a cave equipped with the Ancient Shrouded Armor set. This set is the best Dark Brotherhood armor that you can acquire. It has a higher armor rating, higher gold value, lower weight, as well as having a superior enchantment to the base Shrouded set.

Levels Reward
1–9 500
10–19 750
20–29 1,000
30–39 1,250
40+ 1,500


  • Since Dragon Bridge is part of Haafingar, the guards there will try to arrest you if you earned a bounty in Solitude during the previous quest, which will interfere with this quest. If this is the case, make sure to clear your bounty first.


  • Olava's Token is required to receive a fortune reading from her. However, it is not a true quest item and may get discarded or sold by accident.
  • If you choose to follow Gaius he might get lost on his way to Solitude, and simply walk or stand around by the water near Solitude (possibly anywhere in Skyrim), or even swim in it. Fast traveling or waiting should make him remember what he is doing, and he might suddenly travel at a higher speed than you until he has caught up with his schedule.
  • Sometimes when at the Bannered Mare in Whiterun, Gaius will never enter his room at all, instead periodically getting up and changing chairs before he leaves in the morning.
  • After killing Gaius Maro, you can report back to Gabriella and she'll just repeat the line "Gaius Maro still lives. I am surprised. I had assumed you were more... competent."
  • Similarly, after killing Gaius and planting the letter, you can report back to Gabriella and she'll just repeat the line "Why are you here? Killing Gaius Maro is but the first step of your contract - you must also plant the incriminating letter on his body..."
  • If you are apprehended in Dragon Bridge by a guard, and you have a bounty, Gaius may not leave the town.
  • Gaius and his father may be hostile to you and other citizens without reason. Being essential until they finish their initial conversation, this may cause the deaths of many residents of Dragon Bridge.
  • Sometimes you don't receive the Incriminating Letter from Gabriella. ?

Quest StagesEdit

Breaching Security (DB06)
Stage Finishes Quest Journal Entry
5 Astrid informed me that I should speak to Gabriella about my next contract, which has something to do with the Emperor's security.
Objective 5: Speak with Gabriella
10 I must kill Gaius Maro, an agent of the Emperor's security force. Once he's dead, I must plant a letter on his body that will incriminate him in a plot to kill the Emperor. If I wish to earn a bonus, I must not kill him in Dragon Bridge, or on the road, but in one of the cities he visits.
Objective 10: Kill Gaius Maro
Objective 8: (Optional) Steal Gaius Maro's travel schedule
Objective 20: Plant the Incriminating Letter on Gaius Maro's body
200 Finishes quest  I have killed Gaius Maro, and planted the Incriminating Letter on his body. This will surely disrupt the security plan for the Emperor's visit, ruin Commander Maro emotionally, and make the Emperor believe the only plot to kill him has been foiled.
Objective 30: Report back to Gabriella
  • The following empty quest stages were omitted from the table: 0, 30, 255.
  • Any text displayed in angle brackets (e.g., <Alias=LocationHold>) is dynamically set by the Radiant Quest system, and will be filled in with the appropriate word(s) when seen in game.
  • Not all Journal Entries may appear in your journal; which entries appear and which entries do not depends on the manner in which the quest is done.
  • Stages are not always in order of progress. This is usually the case with quests that have multiple possible outcomes or quests where certain tasks may be done in any order. Some stages may therefore repeat objectives seen in other stages.
  • If an entry is marked as "Finishes Quest" it means the quest disappears from the Active Quest list, but you may still receive new entries for that quest.
  • On the PC, it is possible to use the console to advance through the quest by entering setstage DB06 stage, where stage is the number of the stage you wish to complete. It is not possible to un-complete (i.e. go back) quest stages, but it is possible to clear all stages of the quest using resetquest DB06.

Prev: Bound Until Death Up: Dark Brotherhood Next: The Cure For Madness