Debt Collector

Debt Collector is a side quest in Fallout: New Vegas.

Detailed walkthrough
Talk to Francine Garret at the Atomic Wrangler, and ask if she needs any work done. She will inform the Courier that there are three individuals in Freeside that owe the casino caps. In total it will be 600 caps owed, and the player character will gain 150 caps if they return the caps to Francine (300 with a Speech or Barter check of 50). The three individuals are Grecks, Santiago, and Lady Jane. It is also possible for the player character to pay off the dept them self.
 * Grecks is located behind the Old Mormon Fort. He will hand over the money with either a Speech check or a punch to the face (through dialogue). A second Speech check of 40 or higher will net additional caps, and a third of 60 will cause him to give the clothes off his back (negative Karma).
 * Santiago is located behind the collapsed building opposite Mick & Ralph's. He will try to talk his way out of it, but revealing that there is a bounty on his head or punch him in the face will get him to pay up. He will give additional caps with a Speech check. If the player character has the Wang Dang Atomic Tango quest also active at the same time, one can convince him to work off his debt at the Atomic Wrangler, also completing the suave talker portion of that quest. Doing this, one will only have to return to Francine with the 388 caps from the other 2, but will still get the full reward for collecting the debts (150 or 300 caps, depending on the earlier barter check).
 * Lady Jane is located to the right of The Strip North Gate. The money can be obtained through a Speech Check of 40, a Barter check of 40, or the Lady Killer perk. With a Perception of 7 or higher, The player character will be able to tell she is lying and get the caps. One could also ask for other things to help pay off the debt. Doing this results in her handing over 156 caps and 94 caps worth of sensor modules and cartons of cigarettes (neither killing or pickpocketing her at this stage of the quest will work. Doing either would result in one having to collect caps from her caravan). Failing that, she will direct the player character to the caravan she lost in the broc flower cave, good loot can be found further into the cave. The player character can also fail all checks and another option will show up for threatening her. She will ask the player character to tell the Garrets she is dead, to which one can reply that they do not like liars. Choosing this option will turn her hostile, allowing the player character to kill her and collect the 256 caps (she will have a bag of bottle caps on her corpse).
 * If the cave has been entered before receiving this quest, Jane's brahmin will not be in the there.
 * The brahmin will not spawn until one agrees to retrieve the debt this way.

Once these three are taken care of, Francine will have a fourth assignment. Her former collector, Caleb McCaffery, skipped town with a large sum of caps, and she wants him dead. His hat needs to be taken as proof.
 * Caleb is in the Strip, in the first section near the gate to the second. With a Speech check of 40, he will give the player character his hat and the stolen caps. Otherwise, one will need to kill him for it. Note that the entrance to the Strip will require possessing at least 2000 caps (not as payment, but merely checked against as a minimum necessary value), a passport, or pass a Science check of 80. Alternatively, one can simply use the monorail if they are in good standing with the NCR and have not let it be destroyed in I Put a Spell on You.
 * On consoles, a major bug may render the game essentially unbeatable if Caleb is killed. See the Bugs section.

Reward
Bringing the hat back to Francine will finish the quest, earning caps and Freeside Fame Reputation.

Gallery
Schuldeneintreiber Coleccionista de Deudas Коллектор (квест) Колектор (квест)