After witnessing the fall of Lordaeron and his comrades, Sir Thomas joined the Scarlet Crusade. When Thomas was ordered to kill a "plagued" village, he mistakenly killed his own family. Thomas went mad from grief, and was knocked out and forced into confinement by his fellow Crusaders. During his confinement, Sir Thomas' insanity steadily grew worse and he began muttering demented little rhymes in different pitches and tones, which made his guards very nervous. Saidan came up with a plan on how to help him - to send him to fight the undead on the upcoming Autumn holiday. However, this only made Thomas' insanity intensify as he slew both friend and foe alike, and the Crusaders were forced to kill him by cutting off his head. Afterward, Thomas was wrapped in cloth and was about to be prepared for cremation when Saidan proposed to prepare the body himself. Once alone and out of earshot, Balnazzar emerged from Saidan's corpse and using his own blood, infused Thomas' body with fel energies to raise Thomas into the Headless Horseman to spread fear and chaos during the holiday that is meant for giving peace of mind and hope for the future, Hallow's End.