He and his two companions have been squatting in the playground area of North Vegas Square, irritating the locals. Crandon asks the Courier to convince them to leave. The player character can choose to kill the squatters, intimidate them, or bribe them into leaving.
↑Courier: "What would you like me to do?" Crandon: "Some squatters decided to take space where they don't belong, over by the playground. We'd prefer to keep 'em off the streets and out of sight. Maybe you could go and talk to them... convince them to see things our way." (Crandon's dialogue)
↑Courier: "I'd rather not have any trouble. Here's 50 caps, just keep yourself off the streets." Squatter Bill: "[SUCCEEDED] Sure. You got a deal." (Squatter Bill's dialogue)
↑Courier: "I'm asking nicely. I only do that *once.*" Squatter Bill: "[SUCCEEDED] H-Hey... hey, don't worry, I was just kidding. We're going, right boys?" (Squatter Bill's dialogue)