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.