Winston: I'm gonna be honest with you. Nick owes me $1,900 is my opportunity to get it back.
Jess: How are you expecting to get your money back if he blows it all on stupid stuff?
Winston: Oh, don't worry, Jess. I have a plan.
Jess: Hey, listen, you know you don't have to con him if he actually owes you money. You can just ask him. [Winston laughs] I just told you to ask him for the money. [laughing continues]