Needham Asylum is a decommissioned mental hospital located near Fall River, Massachusetts. Crowley, during his tenure as King of Hell, held court in the asylum while on Earth, preferring it over going to Hell to conduct business. The asylum is protected with various warding sigils on its exterior, while its doors are locked with a simple bike chain.
Crowley is holding court, signing documents and sentencing Abaddon loyalists for high treason. When a demon offers to be his new "wing man," Crowley simply snaps his fingers and the demon disintegrates into smoke.
Sometime later, Crowley continues to sentence demons who sided with Abaddon to death, and watches them be executed. As he is about to blithely sentence another, a demon rushes in, standing between the prisoner and Crowley, demanding Crowley stop. The demon lists off Crowley's offenses, telling him he has squandered the loyalty of his subjects. He produces a bottle of holy oil and pours the contents over his clothes. The demon flicks a lighter on, and Crowley’s eyes widen in surprise when he brings the lighter to his chest, setting himself on fire in front of Crowley's throne.
After Raul is killed by Rowena, Gerald vacates his meatsuit and possesses the nearest one he can find before heading to Crowley's lair to inform him of what happened. When Gerald tells Crowley of the bordello he and Raul opened to get souls, Crowley is none too pleased, as he believes the sex trade is "tacky."
After Crowley had dispatched demons to capture Rowena for her act of aggression, she is brought to Crowley's lair, chained up, and tortured in his dungeon.
As Crowley enters the room, Rowena begins to verbally taunt him, however Crowley is in disbelief and can only utter the word "Mother?"
While Crowley is holding court, a crossroads demon brings up a grievance regarding the lack of recognition he has received for soul collections he has gotten in the last quarter, saying he simply wishes to be given credit where credit is due. Crowley dismissively obliges his request and gives him credit. However, Rowena tells Crowley that he shouldn't be giving in, as "whiners beget whiners"; she suggests that he cut the crossroads demon in two and nail his bloody halves to the doors of the court as warning to all demons not to waste the King's time. After a brief contemplation, Crowley goes with his mother's plan and has the crossroads demon dragged away, screaming.
As Crowley is walking the corridors of his lair, he is stopped by Rowena who begins sweet talking him into dealing with a member of the Grand Coven, Olivette. However Crowley reveals that he has been on to Rowena's manipulations from the start, which Rowena readily admits to. With everything now out in the open, Rowena once again attempts to talk Crowley into helping her. Crowley looks at Rowena and turns and walks away.
Later we see that Crowley has agreed to help Rowena with an assault on Olivette, though as Rowena is preparing a plan of attack, Crowley gets a phone call from the Winchesters, asking for the First Blade. Crowley tells his Mother that they need to move back the attack, much to Rowena's dismay. Crowley opens a panel in the wall and pushes a button. A drawer opens up underneath containing the First Blade in a leather wrap, Crowley takes the blade out of the drawer. Crowley walks out of the chamber and down a hallway as Rowena yells after him.
Crowley is enjoying a game of darts on one of his demon minions when he gets the news that Rowena has gone missing. Not liking what he's heard, he picks up an angel blade and kills his minion, and orders the other to track his mother down.
Sometime later Crowley is conversing with the hamster Olivette, trying to dig up dirt on Rowena he can use against her. While Olivette tells him how horrible Rowena is, it's nothing he doesn't already know, until Olivette mentions Rowena's demon lover as well as a man by the name of Oskar. With this new information on his mother, Crowley summons one of his demon minions and orders the minion to track down Oskar.
After the whole Ramiel ordeal, Crowley returns to his throne room, where he is on the phone with one of his remaining demon minions ordering him to search Ramiel's home until they find the Colt. Exasperated, he hangs up and makes himself a drink. A voice begins mocking him with a song, telling him he can never really trust the Winchesters, as they will eventually kill him like all other demons. Crowley simply tells him to shut up and calls him a dog, only for Lucifer's eyes to flash red and tell Crowley that isn't his name.
In a cell, Crowley taunts a restrained Lucifer, telling him he will eventually break and call him "master."