After completing "Wang Dang Atomic Tango", it is revealed that James has a sexual interest in robots.
If the Courier is attacked by Benny's bodyguards during Ring-a-Ding-Ding!, he will compliment the Courier on beating "Benny's goon squad" and give you a free bottle of liquor.
If the occupants of the Wrangler are killed, bar James, attempting to talk to him will result in him talking in a drunken slur and the player character will not be able to engage in dialogue with him again.
If the Courier goes behind the counter both Garrets will go after the Courier but never attack, just warning the Courier to go away.
If he can't be found at the bar any time the player character visits the casino, he may be found sleeping in his room in third floor, behind an average locked door.