After completing "Wang Dang Atomic Tango," it is revealed that he has a particular sexual interest in robots. It is also suspected that the "escorts" the Courier hires are not for a wealthy customer but actually for him.
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 Francine and everyone else in the Wrangler is killed and James is not, attempting to talk to him will result in him talking in a drunken slur, and the player will not be able to engage speech with him again.
If the player 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 visits the casino, he may be found sleeping in his room in third floor, behind a locked door (Average).