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Sylvia Fairborn (originally Sylvia DeMornay) is a social worker at San Juan Correctional Facility teaching inmates to read. That, of course, was a cover with the intention of killing Ray Kaspo, a convicted murderer who was destined for the needle. She hired an inmate, a cook named Tucker to poison Ray's last meal which was a success. It was revealed that her son was a book author who was being hit with a defamation lawsuit by billionaire Lambert Lawson, and that Lawson was a dying man, also pinpointing the fact that he had the rarest blood type in the world and in need of a transplant. Her intention to kill Ray was to sabotage his organs, since Ray was the only donor available for Lawson, especially since lethal injection would do no harm to the kidneys. She then had the cook Tucker killed to silence him. When she learned that Adrian Monk went undercover as an inmate and was on to her, she hired Lody and his Neo-Nazi crew to kill Monk, but were interrupted by Spyder. Despite her arrest, she succeed in her end goal as Lawson is shown earlier in the episode to have passed away.

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