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.

The team find themselves working for the devil when Hollis Doyle's daughter is kidnapped and held for ransom. Meanwhile, David is still in danger and is forced to seek shelter at Pope & Associates; Olivia and Jake take their flirtatious relationship to the next level even as the President continues to rely on Jake for intel; in the White House, Cyrus will stop at nothing to get back into the President's good graces; and Mellie's claws come out when she tells Fitz he needs to make some changes.