After discovering the truth behind defiance, Fitz is still struggling to figure out whom he can actually trust. Meanwhile Olivia is trying to move on with her life, and she meets a handsome stranger, Jake Weston, who sparks her interest. But when she and Fitz are forced to be in the same room again, real sparks fly and things get heated. Back at Pope & Associates, the team handles a new case, and for the first time they're working with David Rosen instead of against him.

Olivia and the team are hired by an up and coming politician, Peter Caldwell, but this time instead of fixing a scandal, they're playing high-powered matchmaker. Meanwhile, David is trying to leave the past behind him, but when he feels like he's being followed, he finally turns to the team at OPA for help. Back at the White House, Fitz is still struggling with whom to trust and how to handle a delicate hostage situation, and Jake just won't take no for an answer when it comes to dating Olivia.