This quest is one of three given to the Courier after completing the quest Sierra Madre Grand Opening!. Speaking from the hologram fountain at the center of the Villa, Father Elijah instructs the player to recruit three companions, including Dean Domino, in order to carry out a heist at the Sierra Madre Casino.
- Find the Residential District.
- Bypass traps and defeat ghost people.
- Find Dean in his hideout.
- Recruit Dean.
If you have at least 75 Lockpick skill and enough health to run through a toxic cloud, you can reach Dean almost immediately by opening the locked gate at the end of the alley directly south of the entrance from the Villa. The first toxic region you find beyond the gate, with two staircases in front of you and at least one ghost person, is NOT the way to reach Dean, only a treasure trove that you should loot after Dean joins you and provides the Unclean Living perk. Instead, when you see the area described, turn right (south) and follow the sheltered awning until you see another passage leading to the right (west). There will be another corridor leading south that is filled with toxin. Run down that, and you will reach Dean's demesne.
Lacking the required skill, it will be necessary to run the gauntlet of Dean Domino's traps. The street leading to the right in front of the stairs you see when you first enter the Residential District, and the makeshift walkway to the left at the top of the stairs, lead to side rooms with a few supplies, guarded by a Ghost Person and a shotgun tripwire, respectively. The doorway leading right from the top of the stairs has a pressure plate that triggers a double shotgun trap. Inside the room is an armed frag mine, and the doorway on the other side is guarded by a tripwire-activated grenade bouquet.
The doorway opens out to overlook a large enclosed courtyard, easily reached by descending the stairs to a smaller courtyard. However, the large courtyard is filled with toxic gas, and watched over by a Ghost Person that remains in one place (second floor balcony, the very center of the opposite side of the courtyard). The courtyard itself holds a treasure trove of energy weapon ammunition, marked by a convenient glowing package of Rad-Away, but gathering it without Dean's help is almost certain to drain your health dangerously low. The cloud doesn't extend to the area under the awnings of the buildings surrounding the courtyard, though, and directly under the Ghost Person on the second floor you'll find a storage area guarded by a frag mine, containing one of Dean's stashes.
To continue toward Dean, you have to climb the staircase at the entrance of the toxic courtyard, leading to a room that opens onto the courtyard balcony. There is a tripwire that triggers a grenade bouquet in the doorway to the room. The balcony is too narrow to sneak past the Ghost Person, even using a Stealth Boy, so be ready to fight. Once completely around the balcony, another door leads to a pressure plate that sets off a shotgun trap. This trap is aimed at a fire extinguisher in the doorway, which explode violently when shot.
From the next room, there are two poison-free paths that can be taken through the toxic cloud covering the alley. One is down a staircase from the room with the bed in it, the other is out onto a balcony from a second room reached from a hole in the wall of the first. This upper path has more traps than the lower path and can only be safely used in one direction, but it does allow the player to easily ambush a ghost person waiting at the end of both routes, while the lower path forces the player to walk down a hallway the ghost person is watching directly, and may require a Stealth Boy to achieve a sneak critical.
- Top path: Exit onto the balcony from the room past the bed room, watching out for a frag mine or two along the way. Follow the balcony to a makeshift walkway leading to the left. This walkway is oddly free of the toxin, while the rest of the balcony is not. On the other side of the balcony, atop a stairway, there is a tripwire that drops another grenade bouquet. You can't see the tripwire without looking down as you reach the end of the walkway, due to the height of the stairway's edge. Inside the following room there is another frag mine, followed by a balcony that leads to the trickiest trap of all: a drop into the safe area at the end of Poison Alley, practically behind the ghost person, but directly onto a pressure plate that triggers a grenade bouquet directly UNDER your drop-off point. It can be tricky to either avoid setting off the pressure plate or defusing the grenade bouquet before jumping off, but a third option can be to jump on the pressure plate and run as fast as you can, leaving the ghost person to deal with the grenades. Obviously there is no cause for concern if God is with you, as you can land directly on the pressure plate without setting it off.
- Bottom path: There is a small safe area at the bottom of the stairs leading to an area under the balcony, where you aren't bothered by the poison. The area behind the staircase is also safe, and contains a vending machine where you can buy food and drink, but you will have to run through the cloud to leave the vending machine area and return to the bottom of the staircase. Just beyond the corner with the ammunition box and graffiti ("One of dead men isnt") is a tripwire that drops a grenade bouquet, though it may have already been tripped by a wandering ghost person. At least one more ghost person is set here, though, and it's very difficult to sneak up on him without a Stealth Boy. Beyond this ghost person is the safe area leading to Dean's domain. If you look to the left, into the street, just beyond the cloud, you will see the pressure plate and grenade bouquet mentioned at the end of the top path.
Once you reach the area with Dean, you will start hearing him chatting away to himself. Continue to the end of the street to find the stairs to Dean Domino around the last corner. Continue up until you find Dean, drinking a Sierra Madre martini and enjoying the view of the Residential District through his makeshift bay window. He won't talk to you until you sit in the chair next to him, so you have to plant yourself onto his obvious trap and hear him out.
During the conversation, you will have several opportunities to make skill checks to guide the conversation. However, if you want to avoid having to kill Dean in the finale, you must NOT choose the Barter based conversation option (Dean will laugh off your display of excessive knowledge here, but he will neither forget nor forgive it later). There is no consequence in succeeding on either the Explosives or Speech check. You will also have to avoid the insulting or aggressive standard replies, and essentially agree to be his obedient errand boy, if you want to have a chance to save him from his own madness. Contrary to previous entry, you can loot all of the stashes while he is present without being forced to kill him. Again, he will talk to you and pretend it's no big deal at first, but as soon as he thinks he has the upper hand later, his rage and shattered ego will leave you with no choice but to kill him.
Once you get Dean Domino to join you, be sure to travel around the Residential District and loot it thoroughly. In particular, the center of the large courtyard and the area behind the locked gate (accessible through the toxic hall north of where you meet Dean) have enough supplies to keep even Hardcore characters going for quite a while.
- In Order to avoid killing Dean, the player must agree with working for Dean in their initial meeting, otherwise the player will 'insult his ego' (Specifically do NOT succeed at the Barter check). Any kind of confrontational speech with him should be avoided throughout the DLC, this includes telling him about the bomb collar.
- If you have Explosives over 25, you have an extra option in the opening dialog sequence.