Benny

"Real shame you got caught up in this, kid."

Benny is the head of the Chairmen from New Vegas in 2281.

Background
Benny was part of the the tribal gang called the Boot Riders before Mr. House took over. House assigned him and the rest of the tribe to renovate The Tops casino, and gave them a box of suits and ties and told them to call themselves the Chairmen. Benny was for the idea of deserting the old ways, but the tribe's chief at the time, Bingo, wanted to stay nomadic. Benny disagreed, and was challenged to a knife fight by Bingo. Benny won by sticking a knife through Bingo's throat, and became the chief of the Chairmen.

Interactions with the player character
Benny appears in the intro cutscene for Fallout: New Vegas, shooting the Courier.

During They Went That-a-Way, Manny Vargas is the first one to give the player Benny's name, and where he went. When the player gets to the Strip, Ring-A-Ding-Ding starts and Benny is located at The Tops casino, which he runs. The player can opt to shoot him on sight (either with a concealed weapon, or by talking with Swank and passing a series of speech checks, which allows you to bring your weapons inside), or, using the Black Widow/Confirmed Bachelor perk, follow him upstairs to his room and deal with him there. If the player does not confront Benny here or allows him to escape during the confrontation he will be captured by Caesar and held at The Fort for the player to deal with later. If the player chooses to follow under the rule of Caesar, he/she may choose to end Benny in one of several different ways or to help him escape. Benny holds the unique 9mm Pistol, Maria

Benny is characterized as a brutal pragmatist, though not devoid of a sense of honor, opting to personally shoot the Courier rather than have his hired Great Khans do it for him. However, whether or not this was simply because the Khans were not willing to kill someone who would bring The Strip down on them (as revealed in 'All Roads') is somewhat ambiguous. Similarly, he kills an unnamed singer who was once a member of his old tribe (all of whom had gone on to become the Chairmen) with a Psycho overdose when he (the singer) was unable to become complacent with his life on the Strip. When he offers the same fate to the traumatized mute Chance, it is left to readers to decide if it was a genuine gesture of understanding, or if he simply wanted Chance dead to quicken the group's pace. Both show his skills as an orator, though the latter would run alongside his tendency toward an almost businessman's approach to his own preservation.

If you have the Black Widow perk, you can use this against Benny several times when confronting him in his casino. You can either set up a trap to kill him in his suite, sleep with him and kill him in his sleep or just sleep with him and let him leave in the morning letting him think of you as his new girlfriend.

Notable quotes

 * "You're crying in the rain, pally."
 * "Maybe Khans kill people without looking them in the face, but I ain't a fink, dig?"
 * "From where you're kneeling, it must seem like an 18-carat run of bad luck. But the truth is... the game was rigged from the start."
 * "Happy now, you twisted bum? Well, I ain't gonna give you the satisfaction."
 * "Lets keep this on groove hey? Smooth moves like smooth little babies.."

Bugs

 * Once you have the option to crucify Benny, and you choose to do so, he will end up being crucified outside of The Fort. When you go to his crucifix, you will see two Benny's, one crucified, and the other one standing behind the crucifix. The Benny that isn't crucified can be talked to, and you can also kill him for Maria and his suit.


 * If the player meets Benny in the 'comped' Penthouse, they will have the option of having one interaction with him before the being required to tell him "Goodbye". The player may speak with Benny again, this time without interruption, but this bug does tend to break the flow of conversational continuity.


 * If the player kills Benny before talking to him in his casino (The Tops) without getting noticed the guards will continue to stand in their positions as if they were still protecting him.


 * If you have the the Super Slam perk or a weapon that inflicts fatigue damage, it is possible to knock Benny off his crucifix. Upon landing he will continue to act as if on the crucifix, but he will be standing on the ground.


 * if you have boone as a companion, and you kill all the legionaries and caesar with him (if you cant kill all of them on your own), you can set benny free. And it will gain you good karma.

Appearances
Benny appears in Fallout: New Vegas and All Roads.