Juggle first shows up as a painting in the VR Art Museum and he makes a physical appearance after the Protagonist tries to reach his sister in the VR Art Gallery, only to find that the canyon goes on infinitely. Upon exiting, the Juggler explains that the Protagonist must find three chess pieces and put them in their correct spots, or else he can't get to his sister. He tells him two are in paintings and he has one as well. After getting two pieces, the Protagonist encounters the Juggler in the Chess By Window painting, who promises to give it to him in exchange for his life. He proceeds to summon a pair of Lham Deargs, tells the protagonist he can't trust anyone, and fights him. After his defeat, the Protagonist finds the third and final piece.