The Silver Shroud

The Silver Shroud is a side quest in Fallout 4.

Detailed Walkthrough
After listening to Silver Shroud Radio near Goodneighbor, the quest will be added. Go to the Memory Den and speak to Kent Connolly and agree to find the Silver Shroud Costume. A Persuasion check can be passed to get some caps upfront.

Acquiring Silver Shroud items
Head to Hubris Comics. Upon reaching the second floor, a Silver Shroud Photo can be found in a display case which can be given to Kent as well as the Silver Shroud script, found on the third floor next to the producer's terminal. On the top floor, in the studio behind the backdrop, the Silver submachine gun prop can be found. The Silver Shroud Costume is on the mannequin. Returning to Kent, the Sole Survivor will receive up to 320 bottlecaps for the memorabilia. He will then offer the player character the suit, gun, and a few stimpaks after a Persuasion check. One can decline the offer, which will leave the quest open with the objective, "talk to Kent."

Conversely, the offer can be accepted, after which Kent gives the player character instructions to listen to Silver Shroud Radio station while in Goodneighbor. Wearing the Silver Shroud costume results in a new "Speak as the Shroud" response option during dialogue.

Eliminating targets
While in Goodneighbor, listen to the radio to obtain the first target, Wayne Delancy, who is located behind the Hotel Rexford. Wayne is not immediately hostile. One will have the option of asking Wayne about the murder while speaking as the Shroud, which Wayne will confess to. The confession can also be coerced by threatening him. Regardless of the approach, Wayne must be killed and a Silver Shroud calling card must be left on his corpse.

The next target is AJ, near Bobbi No-Nose's place, who is accused of selling chems to children. AJ has two bodyguards with him, but he and his party are not immediately hostile. AJ gives the option to take a bribe to leave him alone. One can either kill AJ and leave a calling card, or accept the bribe (50, 75, 90 or 200 caps) depending on the level of Persuasion.

Once AJ has been handled, 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 or passing a speech check will convince him to give the info for free, with Charlie advising that she can be found in Water Street apartments just south of Goodneighbor. Kendra will tell the Sole Survivor that they are in over their head before attacking. Leave the calling card on her remains. Kendra also has a contract to kill Shelly Tiller at the National Guard training yard, which if completed, the reward can be collected just outside of Goodneighbor.

Meet Hancock
Upon 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 Shroud with taking down Northy and Smiling Kate, who all work for Sinjin.

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. At Northy's quest marker near Prospect Hill, all targets are immediately hostile. Leave calling cards on their bodies. The last target to be eliminated will have the Find the Silver Shroud holotape, which reveals Sinjin has targeted Kent. The abduction can be heard on Silver Shroud Radio, or Irma will tell the Sole Survivor when they return to the Memory Den.

Finding Sinjin
Sinjin has taken Kent to Milton General Hospital. Sinjin will not immediately be hostile. If the Sole Survivor speaks as the Shroud three times, the raiders that accompany him will flee. The Sole Survivor can then kill Sinjin before he shoots Kent. If Kent survives, he can be persuaded to continue to broadcast the Silver Shroud. Return 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

 * Kent Connolly


 * AJ


 * Hancock


 * Kendra


 * Sinjin

Behind the scenes
The quest was primarily designed by Ferret Baudoin, while lead designer Emil Pagliarulo came up with the character of the Silver Shroud and wrote the in-game radio plays.

Bugs

 * Entering the hospital with Targeting HUD enabled may cause the raiders to execute him instantly, failing that part of the quest. Unequipping the modded helmet until Kent is safe will avert the issue while allowing the use of other power armor throughout the hospital.
 * On rare occasions the quest dialogue with Kent will not start. It can be fixed by going to Hotel Rexford and sleeping for a night.
 * On rare occasions, the quest will stop progressing after one has killed AJ. The next objective is to listen to the Silver Shroud radio in Goodneighbor, but the radio will only broadcast the regular episodes. This problem can be fixed by independently locating and killing Kendra. She will be non-hostile even if all the raiders in the building have been killed. The Sole Survivor can talk to her, and she will become hostile after that.
 * After killing Kendra, if her body is moved by holding E, the option to leave the Silver Shroud calling card will bug out. You can move forward with the console command.
 * Hancock will stop the progression of the quest with a Deal with Bobbi loop if the player character spared or killed Bobbi after The Big Dig quest and refused Hancock to be a companion on "Meet with Hancock as the Shroud". This can be fixed by adding Hancock as a companion, and then talking to him as the companion.
 * After saving Kent from Sinjin, he may become stuck in the hospital in the same location he was held prisoner. Speaking to Kent about the upgrades before he returns to Goodneighbor is a possible cause. Kent will still upgrade the armor after his radio broadcast airs, but the player character will have to fight through whatever spawns in the hospital to get to him. A possible fix is pushing him into the elevator (crouching makes pushing him to go a lot faster) and then going up a floor (though just leaving him there might also work). He'll walk himself back to Goodneighbor after that, meeting the player character along with Hancock.
 * The player character may not be able to trigger the quest dialogue with Hancock if he is an available companion. A possible fix is to make Hancock the active companion and equip the Silver Shroud outfit. Quest dialogue starts after using "Talk" choice. Using console commands can skip the dialogue, too.
 * "Search body for clues" may not check off after searching Northy's body leaving the player character with a quest blip over his body. However, the player character may progress through the rest of the quest regardless.
 * After killing Kendra (and optionally Shelly) one will be tasked with listening to Silver Shroud Radio for an update. It's possible that this update won't actually play, and the quest will be perpetually stuck. Use the console command to advance to the stage immediately after hearing the broadcast, which is to meet with Hancock.
 * If one cannot finish the quest by talking to Hancock after having killed Sinjin, use the console command.
 * After killing Wayne Delancy and leaving the calling card on his corpse, Kent may not inform the player character of the next target over the radio and the quest objective will not change from "Listen to Silver Shroud radio." This can be fixed by finding AJ and killing him. This causes the quest to continue as normal.
 * A similar situation can arise if one turns off the radio during Kent's radio message (There's a point in the middle where it sounds like the message is over). Both situations can be progressed past by using the console command which sets the quest stage to the one after hearing the message. This, as opposed to just finding and killing AJ, allows for initiating the dialogue with him.
 * Upon entering the hospital Kent is killed instantly. This may be prevented if the player leaves their power armor prior to entering. This is due to a known bug in which the targeting HUD, if installed in power armor helmets, will turn some neutral mobs hostile, including Sinjin's bodyguards.
 * Clearing Milton General Hospital before the Silver Shroud quests can cause the hospital interior to respawn with robots in addition to the raiders. Upon exiting the second elevator, the robots and raiders will become hostile towards each other, causing Kent to be killed before the player has a chance to reach him. By utilizing the advanced locked door on the first floor, the player may be able to avoid this outcome. On PC, the console command can be used to temporarily disable enemy AI before entering the hospital, and turning it back on when reaching Sinjin.
 * Another fix for this bug is to use a suit of power armor equipped with a Jetpack modification, and then enter the hole in the hallway ceiling, from there both Protectrons can be destroyed and the quest can continue like normal.
 * Picking up the holotape off Northy's body and trying to listen to it while still in combat will cause the 'You cannot use this in combat' message to appear and the "Search the body for clues" marker to now follow the player until the quest is finished.
 * After speaking to Irma about Kent's kidnapping, the objective will update to "Listen to Silver Shroud station." This objective disappears after one saves and reloads, even if it has not yet been completed.
 * If the player can choose Hancock as a follower the quest stops if Hancock isn't the follower.
 * When the player character proceeds to kill one of the targets, sometimes they will place the card too fast, and the game bugs and does not continue the quest. One can fix this by just continuing on from the quest instead of bothering about that part.