As a boy, Ned is playing alone at the boy’s school while his dog Digby mourns for him at home. Digby makes his way to the school and they’re reunited, but still can’t touch.
In the present, Chuck is still secretly drugging her aunt’s pies when Ned arrives and she notices he has bee stings. He shows her beehives that he moved to the roof and they think of hugging each other. Meanwhile, Olive is working downstairs and prepares to deliver the pie, secretly keeping the info from Chuck. A pigeon with a missing wing slams into the window, dies, and Olive picks it up then bumps it into Ned’s hand. Ned is concerned about who will die as Emerson counts down the seconds. Olive suggests taking the birds to the aunts, who she knows are bird lovers, and Chuck makes the same connection. Sixty seconds elapse and a dead bird falls out of the sky, followed by a crop-duster crashing into the nearby apartment as Conrad Finch.
Ned and the others check out the apartment, and when Chuck stumbles Conrad is there to catch her before she falls. Meanwhile, the insurance company rejects the life insurance claim on the pilot, Bradan Caden, because they believed he committed suicide. His wife, Rebecca, disagrees and Emerson and Ned meet her at the morgue. The coroner demands a payoff while Ned talks to the deceased, who says his plane was hijacked by a man in a prison suit.
Olive visits Lily and Vivian and shows them the bird, while planning to reveal the truth about Chuck. The aunts are starting to display erratic moods and notice that the messenger pigeon has a message on it. Olive suggests they go out for pie so that she can have them meet Olive.
Ned and Emerson go back to the apartments and find a dead man in a trunk. It turns out the man they thought was Conrad really wasn’t and the man in the trunk is. Meanwhile, the fake Conrad is having pie with Chuck. He touches her hand and Chuck is… touched by the gesture, asking him to hold her hand so she can pretend it’s Ned’s. Ned and Emerson arrive and “Conrad” runs out the back. Ned grabs his hand and they struggle, and Ned pulls off the man’s artificial arm as he escapes.
Emerson has determined that the impersonator was Lewis who worked for a corporation and lost his right hand in a paper-shredding incident while destroying papers, and got the name Lefty as a result. His cellmate was Jackson, who had stolen jewels when he was younger and hid them. Ned, Emerson, and Chase go to dig up Jackson’s body at the prison graveyard, while Ned is still upset about Chuck holding another man’s hand. Ned brings back Jackson who tells them where he hid the jewels beneath the VonRoenn Windmill. He reveals he told Lefty where the jewels are before Ned kills him again.
Lily is using her skill at taxidermy to give the messenger pigeon a new wing, while Olive tries to figure out how to reunite them. Ned and the others go to the historical society to locate the windmill and find the curator dead. Ned touches her but nothing happens until they wake her up since she was sleeping when she died. She gives them a brochure before falling sleep again, since she’s narcoleptic.
Olive is upset that Chuck (supposedly) let her aunts to believe she was dead, and tries to convince them to read its message. The pigeon flies off and Olive chases after it while the aunts consider whether to leave their home.
At the VonRoenn Windmill, Elsita is working in the kitchen when Lefty arrives and introduces himself as a government official… while hiding an axe.
Olive, Lily, Vivian, and Digby drive after the pigeon as it flies to the windmill, and Vivian and Olive share a song. Ned and Chuck are also driving and discuss their relationship and Ned’s feelings, much to Emerson’s dismay.
Lewis ties up Elsita and they share a moment before he continues his search for the jewels. The pigeon arrives at Elsita’s windmill and Lewis says it’s his bird and has his message. Lewis realizes that Elsita is Jackson’s daughter: Jackson took refuge in the windmill and met Elsa, Elsita’s mother. He kissed her and was then immediately arrested, and the two corresponded by messenger pigeon. Jackson wanted Lewis to write to Elsa, as Lewis explains to everyone. Elsita explains that her mother died but she pretended to be Elsita and kept up the correspondence. Elsita then reveals that she’s missing a leg, and has the diamonds hidden in her wooden replacement.
Chuck, Ned, and Emerson knock at the door and Olive goes to check it out through the peephole and prepares to open it so she can come face-to-face with her aunts. But she realizes that the aunts would be traumatized and can’t bring herself to hurt them. She slips out and Chuck realizes the aunts are inside and agrees to stay outside. Olive gets them out the back and drives them away, but as Lily drives away she catches a brief glimpse of Chuck but isn’t sure if she’s imagining it.
Emerson arrests Lewis and collects the reward for turning him in, and Elsita promises she’ll write. Lily and Vivian share a pie while looking at a portrait of Chuck, and Lewis and Elsita continue their correspondence. On the roof, Ned and Chuck dance while wearing beekeeper gear.
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