Jane orchestrates his own undercover operation using Van Pelt as bait as the team investigates the murder of a young waitress in the Napa Valley.
Alex gains the trust of Annie, a nervous patient with an extraordinarily large tumor, only to humiliate himself in front of her later. Meanwhile Derek chooses Meredith to assist with an elderly Parkinson's patient who may need surgery -- but Bailey disapproves of their relationship and is determined to make Meredith suffer -- and tensions escalate between Burke and Shepherd.
The team realizes they may have made a mistake on an old case, possibly putting them all in danger; Olivia and Jake's relationship intensifies, while Fitz and Mellie's relationship hits a low.
Flashbacks reveal more about Olivia's relationship with her father; the White House and Pope & Associates work to clean up the mess they created.
Hollis Doyle's daughter is kidnapped; Jake and Olivia take their relationship to the next level; Cyrus is determined to get back into the president's good graces; Mellie tells Fitz that he needs to make some changes.