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Boylan is Molly’s manager and soon-to-be lover; he is arranging her latest tour and they are using his needing to bring her new music as a cover story for their tryst later in the day. He’s depicted as something of a player. He first appears in “Calypso” as a “bold hand”: Bloom discovers a letter from him in the hallway of 7 Eccles Street. Bloom’s and Boylan’s paths intersect throughout the day as Bloom travels away from his house and Boylan travels towards it, but they never speak.