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Someone to Watch Over Me
Steps...
(1) Deal with the newcomers. (2) Talk to Crandon about the newcomers. (3) Deal with the band of troublemakers. (4) Talk to Crandon about the greasers in the sewer. (5) Talk to Mrs. Hostetler. (6) Find information about Alice Hostetler's new friends. (7) Look for Alice Hostetler and her friend, Andy, in the building named The Gray. (8) No sign of either Alice or Andy. Inspect The Gray for clues on their whereabouts. (9) Tell Mrs. Hostetler about Andy's plan to steal the Crimson Caravan money. (10) Alice almost attacked her mm other, but instead left New Vegas to find her own path. (11) Talk to Mrs. Hostetler. (12) Although saddened by Alice's escape, Mrs. Hostetler wanted to live up to her end of the deal.
Important Items...
Henchman Message.
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This side quest necessitates that you head into the unpredictable locale known as North Vegas Square. You can find an entrance to the square north of the New Vegas Strip and Freeside, adjacent to the H&H Tools Factory to its west. Once inside, begin to roam around. If you want to undertake this side quest, then your best bet here is to keep things cool and civil. When you locate a man named Crandon, you're on the right trail. Speak with him, and you'll learn a bit about North Vegas Square. The people here have managed to cut out for themselves a relatively peaceful little hovel, though there's still some trouble afoot that they have to deal with, in lieu of non-existent help from the NCR. Offer to help Crandon out (which will require a mild Barter or Speech check), and this side quest will be offered up to you.
The first task Crandon offers up is easy enough to navigate and complete. Crandon tells you about some unwanted squatters that have made a home in the settlement's disheveled playground. Travel over to the playground in question (it will be marked on your map and compass, so long as this is your active quest on your Pip-Boy), and find the squatters' leader, a man named Squatter Bill. Talk to him and ask him about leaving. He'll strike a threatening pose at first, but you can just use your Speech to convince him to walk away without getting hurt. You can even buy him off with Barter. If worse comes to worse, you'll come to blows. Regardless, once they're dealt with, be sure to report back to Crandon with the good news.
When you do, Crandon will offer up a new, more arduous task for you to undertake. Some unwanted persons have made a home in the sewers underneath North Vegas Square. He wants you to jump into the sewers yourself and scare them off. Find the manhole cover in question (again using your map). Once inside, use the Local Map to find your way to the destination in question, since you'll find yourself in a pretty labyrinthine situation once in the sewers. Holster your weapon, since you won't necessarily have to fight here. When you find the leader of the unwanted persons, a slick-talking man named Greasy Johnny, talk to him. It will take more convincing on the Speech or Barter end to get Greasy Johnny to leave, but you should be able to do so. Pulling weaponry is a last resort, but a necessary one if all else fails.
Report back to Crandon. He'll thank you for your work, reward you, and then offer up yet another task. This one involves someone that doesn't live at North Vegas Square, but rather someone who lives around the outskirts of that location. Crandon will tell you about a family named the Hostetlers, who live in an intact house just to the northwest of Durable Dunn's Sacked Caravan, and southeast of the New Vegas Medical Clinic. As usual, this location will be shown on your map. According to Crandon, the Hostetler's daughter has been getting in with some undesirable folks, and he wants you to help bring her back from the brink. For starters, quick-travel to one of the aforementioned locations so you can easily walk to the Hostetler's home. Speak with Mrs. Hostetler inside, and she'll tell you about her daughter. Offer to help, and she'll accept your offer and tell you a bit about where her daughter is likely hanging out.
Return to North Vegas Square. You could cut to the chase immediately, but you're supposed to find a specific person who gives you a clue as to where to find this young woman first. This man's name is Jules. You can speak with him about all sorts of subjects, but ultimately, you'll want to ask him about where some of the youngsters around here hang out. Jules recommends The Gray, a two-story building on the Square. Head on inside thereafter, and turn left from the entrance. You'll run into a goon who happens to know Andy, the cretin who has absconded with the Hostetler's daughter. You can simply lie to this guy with a high Speech skill to get him to abandon his post in front of Andy's room. Otherwise, do him in.
Whether you use a key or pick the lock manually, you'll need to gain access to Andy's room. Unfortunately, Andy and the girl are nowhere to be found, but the good news is that there's a clue here, the Henchman Message, on a small shelf underneath the room's broken television. Grab the note and go to leave. Andy should intercept you at this point. You can opt to kill him or otherwise get in on his scheme, but we chose the high ground, letting Andy live while vowing to tell the Hostetlers exactly what's going on. After all, Andy and the Hostetlers' daughter are plotting to take all of their money. All you have to do now is return to the Hostetler home. Speak to the daughter first. Use a combination of skill checks to convince her that she needs to take care of herself (if you can). She'll run off, and Mrs. Hostetler will initially be upset. But if you let her keep the reward money for following through on your end of the bargain, she'll let bygones be bygones.