The oldest known caretaker of Hellview is believed to be Sir Timothy Witherspoon, a
knight of some renown in the court of Richard the III but fled England
under the reign of Henry VII. What is known is that he traveled with
Juan Ponce Del Leon in the New World in the mid 1490s. When those
explorers stumbled onto the "mouth of Hell", Sir Timothy knew his duty
was to stay behind and keep the evil from spilling out into the rest of
the world.
No one knows how long he served as the first guardian caretaker of
Hellview. All that is known is that one of the living skeletons often
found near the gates of Hellview goes by the name of Timmy. He tries
often to warn others to stay away from Hellview. Some caretakers have
claimed that he approaches them with knowledge and advice on particular
developments within the walls of Hellview.