Nina is assigned one of Phil's old defendants and makes a bet with Phil that she'll fix what he couldn't and get the guy out of the court system once and for all. Meanwhile, after Micah criticizes Phil and Carlos's performance in court, they decide to teach her a lesson and give her a case of her own.

Nina runs into an old friend, Francine, who asks Nina to set her up with Phil. When they hit it off, Francine returns the favor by setting Nina up on an ill-fated double date. Meanwhile, a female judge (Molly Shannon, guest star) takes a liking to Carlos, but Carlos becomes worried that all her attention is crossing a line.