Ring-a-Ding-Ding!: Swank is met by the Courier upon entry into the Tops casino. The player can make Swank aware of Benny's plans through a series of speech checks (15, 30, and 45) and is then allowed to progress to Benny's suite with all the player's weapons. You only need to pass the first two speech checks to gain access to your weapons.
Proof can also be found along the way such as Benny's lighter, and distinctive cigarettes, along with other proof that can sway Swank.
If the Courier opts to kill Benny in Ring-a-Ding-Ding!, Swank can later be heard "consoling mourners" in an interview with Radio New Vegas by saying, "If I know my pal Benny he's swinging with the big cat upstairs as we speak, or chasing some angel broad with cans as big as her halo". However, if the player has shown evidence to Swank that Benny attempted to kill the Courier, he will state in conversation he 'guesses he's the boss now'. He, along with everyone else in The Tops, will mention how he 'thought Benny was a stand up guy' and that he never saw him as a rat.
If the Courier kills Swank, the Courier will be allowed to enter the Tops casino with all of his or her weapons.
If the player convinces Swank that Benny is planning something behind Mr. House's back, Swank asks the Courier what he wants to do. If the player says he/she wants to take Benny out now...Swank will send Benny to his room. There the courier can kill Benny. Afterwards if the player returns to Swank he will ask,"Has Benny been dealt with yet?" There is only one speech option as "Yes he is dead." Swank seems to rejoice this fact by commenting, "Guess that makes me the boss. Ring-a-ding!".
In his appearances, he wears three different suits: black in All Roads, gray on his playing card and dirty white in Fallout: New Vegas. (Because he's wearing a grimy pre-war businesswear, which is white due to a texture error, it can be said he wears black in the base game.)
Interestingly, if you convince Swank to let you keep your weapons to deal with Benny, if you return at a later time, after Benny's death, he'll greet you with a hostile attitude if you talk to him such as, "Give us a good reason not to fill you with lead!", although he won't turn hostile.
The quote mentioned above will go away once the Courier has done notable deeds, such as killing or disabling Mr. House, and eventually, that will go away as well, then permanently saying, "Something else you need?"
"Man, we're only the coolest cats on the whole Strip. We been here the longest, we got the swankiest digs, and we got caps rolling in like the tide. Everybody loves the Chairmen, because we show them a simple good time, no strings attached."
"Oh, boy, those clowns. Listen up, kid, and listen good, I don't care how many fancy Latin names he gives himself, a thug ain't nothin' but a thug. Warlords and emperors? Don't make me laugh. At least they got enough brains to stay the hell out of New Vegas - Mr. House'd clean their clocks."