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Mad Jack was a figure connected to the fairy circle broken by the Fifteenth Doctor. One of the letters in the circle which Ruby Sunday read had the message, "Rest in peace, Mad Jack".
The locals at Y Pren Marw did not believe in the fairy circle and were not familiar with Mad Jack, but played a prank on Ruby by pretending they did. They described a man who was an insane killer who had drank at their pub; Ifor Jones, a queer individual, said that he was the sort of person Mad Jack would kill. They claimed the fairy circle was binding his soul to rest in peace, and the circle's breaking had "unbound" Jack, with the Woman possibly being his herald.
Roger ap Gwilliam had many jobs in his youth, leading to him gaining the nickname "Mad Jack" due to him being a jack of all trades. Partially from this, Ruby interpreted stopping Gwilliam to be the purpose of her life. (TV: 73 Yards [+]Loading...["73 Yards (TV story)"])