The Silver Shroud

The Silver Shroud is a side quest in Fallout 4.

Detailed walkthrough

 * 1) Listen to Silver Shroud Radio near Goodneighbor to get the quest.
 * 2) Go to the Memory Den and speak to Kent Connolly and agree to find the suit. A persuasion check can be passed to get some caps up front.
 * 3) Go to Hubris Comics, it has a lot of unique loot, but also a lot of ghouls, so be wary.
 * 4) (Optional) On the second floor, A Silver Shroud photo can be found in a display case next to a baseball bat and ball. On the top floor, the Silver Shroud script can be found next to the producer's terminal.  Also on the top floor, in the studio BEHIND the backdrop, the Silver submachine gun prop can be found.
 * 5) Grab the Silver Shroud costume from the studio and return to Kent.
 * 6) Kent will give the player the reward, plus a little extra for getting the rest of the items. After that he will offer the player the suit and gun, and a few stimpaks after a persuasion check.  The player character can also decline the offer, but that will leave the quest open with instructions to talk to Kent.
 * 7) Once the offer has been accepted, Kent gives the player the suit and the Silver Shroud submachine gun back, and instructions to listen to the Silver Shroud Radio station while in Goodneighbor. The Silver Shroud submachine gun is not required for any of the following parts of the mission, although you do need to wear the Silver Shroud Costume to get "Speak as the Shroud" response options.
 * 8) While outside in Goodneighbor, listen to the radio to get the next few targets.
 * 9) The first target is Wayne DeLancey, behind the Hotel Rexford, who is accused of murder. Wayne is not immediately hostile and therefore can be spoken to as the Shroud. The player  will have the option of asking Wayne about the murder, which Wayne will confess to if the player  speaks as the superhero, or threatens him. Once Wayne is dead leave a calling card on his corpse.
 * 10) The next target is AJ, near Bobbi No-Nose's place, who is accused of selling drugs to children. AJ has two bodyguards with him, but none are immediately hostile, so he can be spoken to as the Shroud. AJ gives the option to take a bribe to leave him alone. You can kill AJ and leave a calling card or you can accept the bribe (50, 75 or 200 caps, depending on persuasion).
 * 11) The next target is Kendra.  To reach her, ask Whitechapel Charlie in The Third Rail where she is.  He'll ask for money but speaking like the Silver Shroud will convince him to give the info for free.
 * 12) Kendra is in Water Street apartments just south of Goodneighbor. There will likely be enemies along the way, and there are raiders inside the building. All opposition is immediately hostile, except for Kendra herself, who can be spoken to as the Shroud.
 * 13) On reaching Kendra she will tell the player  that the player is in over their head, and will then attack.  Kendra also has a contract on her body once killed.  Leave the calling card on her and head back to Goodneighbor.
 * 14) (Optional) On taking the contract from Kendra the player  can go to the National Guard training yard to kill Shelly Tiller.  Once that's done, the payment can be collected just outside Goodneighbor.
 * 15) On returning to Goodneighbor, the radio station will broadcast that John Hancock wants to meet with the Silver Shroud. Go to the meeting and he will task the player  with taking down Northy and Smiling Kate. The previous targets were working for them, and they all work for Sinjin. The player  can pass a couple persuasion checks, but it requires breaking character. Doing so has no negative effects but if the player has high enough Charisma, more caps are given up front for the job, with more upon completion.
 * 16) At Smiling Kate's quest marker she can be overheard plotting with some of Sinjin's men. None of them are immediately hostile, so it is possible to talk with her as the Shroud. (All will turn hostile once dialogue is complete.) Kill Kate and her accomplices.
 * 17) At Northy's quest marker all targets are immediately hostile. Kill Northy and his accomplices.
 * 18) On the body of whichever of the above two was killed last will be a holotape (Find the silver shroud). Listen to it to learn that Sinjin has targeted Kent.
 * 19) Return to Goodneighbor and follow the quest marker to the Memory Den. Irma will explain that Kent was taken by a group of armed raiders.
 * 20) Tune to Silver Shroud Radio to learn that Sinjin has taken Kent to Milton General hospital. Upon arriving, there may be leveled Super mutant opposition at the adjacent locations, and there is a Random encounter at the rear of the building.
 * 21) Important: It's recommended that you save right before entering the building and be sure to enter dressed as the Silver Shroud. Several users have reported that this portion of the quest may need to be completed without power armor to avoid Kent being killed immediately. It's unknown if this is a bug or intentional, but watch for the (failed) status message upon entry if you wish to save him.
 * 22) Look out for raiders and traps in the building.  Head down to the basement, then follow the winding path.  Take the last elevator to confront Sinjin.  From here there's several options.
 * 23) Stealth: It is very difficult to save Kent as both Sinjin and Avery will immediately target him, but it is doable. If the player approaches cautiously while remaining hidden, Sinjin's men to the left and the right can be killed first without triggering any action on the part of Sinjin or Avery. This allows for a much better chance of saving Kent.
 * 24) Intimidate: Speak as the Shroud and Sinjin's bodyguards will run.  The same thing can be accomplished with a difficult speech check for more XP. However this method will cause Sinjin to immediately target Kent. If playing on survival difficulty it could be difficult for some characters to defeat Sinjin before he has a chance to kill Kent. To remedy this situation use the Syringer rifle along with some Pax Syringes (Yellow Belly will not work) and Jet or V.A.T.S. in order to pacify Sinjin for 30 seconds. Or, if one can manage, activate a critical hit on Sinjin to kill him instantly.
 * 25) Pacify: For those with a high charisma and the appropriate perk it is possible to pacify Sinjin and his bodyguards on exiting the lift, before the dialogue options appear. After choosing option 1 or 2 above they will not target Kent, especially if turning the bodyguards against each other. This leaves Sinjin as a target.
 * 26) Persuade: A difficult persuasion check can make Sinjin target the player  instead of Kent.
 * 27) Beg: Sinjin can be asked to spare Kent, but he just kills Kent immediately.
 * 28) Kill Kent: Upon exiting the elevator, the player can kill Kent before talking to Sinjin. This will trigger unique dialogue where Sinjin and his gang panic. Wearing Shroud's costume will further allow another unique dialogue where the player can turn Sinjin's gang to their side.
 * 29) Once Sinjin and his goons are defeated, speak with Kent, if he is alive.  He can be persuaded to continue to work for the Silver Shroud or not, but it doesn't seem to make a difference.  Don't forget to loot the steamer trunk in the raised office behind Kent.
 * 30) Go back to Goodneighbor and speak with Hancock to collect the reward. Talking with Kent again, he says that he will work up another job for the Silver Shroud later which will give a better version of the Silver Shroud costume.

Companion reactions
Choosing different companions at various stages in this quest can affect their affinity. Below are some pointers to help you decide who to bring.
 * Hancock has some unique dialog in this quest, and having him as a companion can save you a couple of trips.
 * Preston Garvey and Nick Valentine like positive dialog choices in the initial conversation with Kent (such as saying there are glimmers of hope). They may dislike negatives ones. MacCready has the opposition reaction.
 * Codsworth, Curie, Paladin Danse, and Piper like when the Sole Survivor speaks as the Shroud. Deacon and Preston Garvey love it. Strong and Cait may dislike it. Speaking as the Shroud may also increase the affinity changes below.
 * Cait dislikes killing AJ, but likes if you take a bribe from him. This may not be true after her companion quest.
 * Taking AJ's bribe is also liked by MacCready. It is disliked by Piper and Preston Garvey. Refusing the bribe is liked by Nick Valentine and Paladin Danse.
 * Assassinating Shelly is considered murder, so companions who approve/disapprove of murder will react appropriately.
 * Threatening Sinjin's men is considered a violent act and companions will react appropriately.
 * Telling Sinjin that friends are not a weakness is liked by Nick Valentine, Paladin Danse, Piper, Strong, and Preston Garvey. It is loved by Curie and it is disliked by Cait.
 * Deacon, Hancock, Nick Valentine, Piper, and Preston Garvey like it if you save Kent. Paladin Danse dislikes it.
 * Encouraging Kent to continue fighting crime is liked by Codsworth, Curie, Hancock, Nick Valentine, Paladin Danse, and Piper. It is disliked by Cait, MacCready, and Strong.

Behind the scenes

 * The Silver Shroud appears to be based on The Shadow and The Green Hornet. Like the Silver Shroud, they both had popular radio serials and wore a trench coat and fedora.
 * The Silver Shroud, both in name and appearance, also strongly resembles The Gray Ghost from Batman The Animated Series, in which Adam West played a black and white TV and Movie star that was young Bruce Wayne's childhood hero.
 * In regards to the Shadow in particular, the scarf over the Vaultboy's mouth in the quest animation seems like a clear nod, as does the intimidating tone attempted in the "Speak as the Shroud" dialogue option. The darkness motif of the character is also reminiscent of the Shadow.
 * Silver Shroud's Thompson sub-machine gun may be a tribute to World War II hero Mark Tennant, who was nicknamed the 'Green Hornet' by his fellow soldiers based on the radio serial character.
 * While listening to the serial on the radio, Silver Shroud will mention that he has fought the Rogue's Gallery. The Rogue's Gallery is a term used for a police collection of pictures or photographs of criminals and suspects kept for identification purposes, often used in comic books to refer to the hero's collective enemies.
 * When Silver Shroud infiltrates the mobsters hideout, one of the mobsters says "Holy Cannoli", famously said by Robin in the 1966 Batman TV series. (Cannoli is a dessert of Italian/Sicilian origin)
 * Emails on the terminals in Hubris Comics mentions that the producer wants to give Silver Shroud an 'English Butler'. This is similar to Alfred Pennyworth in the Batman series.
 * When Silver Shroud and Mistress of Mystery are spying on the robot-mobster meeting through the skylight, it is revealed that the creator of these robot-mobsters calls himself The Mechanist, similar to the Fallout 3 character, the Mechanist.
 * Both Kent and Wayne are the surnames of two well known comic book superheroes: Superman and Batman.

Bugs

 * After killing AJ his body may glitch through the ground. You will not be able to put the silver shroud calling card in him, the not being able to continue

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