Rotface

Rotface is a gossiping ghoul beggar residing at Freeside in Fallout: New Vegas.

Background
Rotface is sitting against a destroyed building next to Mick & Ralph's, just past Freeside's East Gate. He has lived on the streets of Freeside for a long time, so he knows lots of odd information about Freeside. He's even willing to disclose these bits and pieces... for a price, of course.

Quests

 * Rotface's Loose Lips: Rotface will give the Courier one tip (related to the Mojave and New Vegas) for each cap they give him, for a total of thirty caps. Giving him exactly ten caps and leaving will spawn him with Eulogy's hat. Giving him twenty and leaving will spawn him with the entire suit.
 * G.I. Blues: Rotface can be paid to reveal the password and location of the NCR charity for 250 caps (150 with Speech check).
 * Kings' Gambit: Rotface will also tell the player about Pacer's dangerous drug usage (this will allow the Courier to kill Pacer by adding Psycho to his Jet stash).

Rotface's Tips
When the Courier first meets Rotface, he will sell him up to 30 simple tips for one bottle cap each (beside the special quest related tips, see "Quests"). The first tip (which is in fact two in one, as he states) is about the Kings.

The player can then either go on for some more tips or come back later to do so. Any of the subsequent tips appear in random order. Rotface won't tell any tip twice, though, so listen carefully.
 * This line oddly refers to cut character Tom Dooley, would've been involved in some way with Betsy the Brahmin quest in which the player is tricked into allowing Betsy to carry their stuff and she would then mysteriously vanish, only for the player's stuff to end up being sold by Tom Dooley.
 * This line oddly refers to cut character Tom Dooley, would've been involved in some way with Betsy the Brahmin quest in which the player is tricked into allowing Betsy to carry their stuff and she would then mysteriously vanish, only for the player's stuff to end up being sold by Tom Dooley.
 * This line oddly refers to cut character Tom Dooley, would've been involved in some way with Betsy the Brahmin quest in which the player is tricked into allowing Betsy to carry their stuff and she would then mysteriously vanish, only for the player's stuff to end up being sold by Tom Dooley.
 * This line oddly refers to cut character Tom Dooley, would've been involved in some way with Betsy the Brahmin quest in which the player is tricked into allowing Betsy to carry their stuff and she would then mysteriously vanish, only for the player's stuff to end up being sold by Tom Dooley.
 * This line oddly refers to cut character Tom Dooley, would've been involved in some way with Betsy the Brahmin quest in which the player is tricked into allowing Betsy to carry their stuff and she would then mysteriously vanish, only for the player's stuff to end up being sold by Tom Dooley.
 * This line oddly refers to cut character Tom Dooley, would've been involved in some way with Betsy the Brahmin quest in which the player is tricked into allowing Betsy to carry their stuff and she would then mysteriously vanish, only for the player's stuff to end up being sold by Tom Dooley.
 * This line oddly refers to cut character Tom Dooley, would've been involved in some way with Betsy the Brahmin quest in which the player is tricked into allowing Betsy to carry their stuff and she would then mysteriously vanish, only for the player's stuff to end up being sold by Tom Dooley.
 * This line oddly refers to cut character Tom Dooley, would've been involved in some way with Betsy the Brahmin quest in which the player is tricked into allowing Betsy to carry their stuff and she would then mysteriously vanish, only for the player's stuff to end up being sold by Tom Dooley.
 * This line oddly refers to cut character Tom Dooley, would've been involved in some way with Betsy the Brahmin quest in which the player is tricked into allowing Betsy to carry their stuff and she would then mysteriously vanish, only for the player's stuff to end up being sold by Tom Dooley.
 * This line oddly refers to cut character Tom Dooley, would've been involved in some way with Betsy the Brahmin quest in which the player is tricked into allowing Betsy to carry their stuff and she would then mysteriously vanish, only for the player's stuff to end up being sold by Tom Dooley.
 * This line oddly refers to cut character Tom Dooley, would've been involved in some way with Betsy the Brahmin quest in which the player is tricked into allowing Betsy to carry their stuff and she would then mysteriously vanish, only for the player's stuff to end up being sold by Tom Dooley.
 * This line oddly refers to cut character Tom Dooley, would've been involved in some way with Betsy the Brahmin quest in which the player is tricked into allowing Betsy to carry their stuff and she would then mysteriously vanish, only for the player's stuff to end up being sold by Tom Dooley.
 * This line oddly refers to cut character Tom Dooley, would've been involved in some way with Betsy the Brahmin quest in which the player is tricked into allowing Betsy to carry their stuff and she would then mysteriously vanish, only for the player's stuff to end up being sold by Tom Dooley.

Behind the scenes

 * Rotface was originally intended to have an entire unmarked quest dedicated to him where the player could influence what happened to him by way of dialogue. Once he began to make money from supplying tips to the player, he would bling up, and depending on what was said to him, either attract too much attention from local thugs and be killed and robbed, get too big for his boots and attempt to rob the player at gunpoint, decide to leave Freeside, or join the followers of the apocalypse. It seems they just plain ran out of time to implement this, as his script is only half finished despite all dialogue being present. Parts of his quest DO work in the vanilla game but are extremely hard to trigger. If the player buys exactly ten tips (not including the first "free" one he says which erroneously does not increase the counter even though it was clearly intended it should) and then leaves the area and returns, he will have bought his new hat, which is unique in the game, and embarrassingly still named "Eulogy's hat" as it's a leftover Fallout 3 item. You can also get him in his suit if you buy exactly 20 tips and return. The Rotface to Riches mod restores this quest.

Bugs

 * After passing the first speech check for the G.I. Blues quest, the Courier is given only one speech option (and cannot leave the conversation without selecting it), which requires the player to pay an even larger sum in exchange for more information.
 * Despite hearing all of Rotface's tips, he will occasionally not get a hat even after waiting days in-game.

Appearances
Rotface appears only in Fallout: New Vegas.