Leland Owlsley was a ruthless financier and associate of Wilson Fisk who played a part in Fisk's crusade to rebuild Hell's Kitchen, controlling Fisk's money flow and ensuring that his large profits were almost impossible to catch by the FBI. He eventually lost faith in Fisk's leadership and attempted to assassinate Fisk's lover Vanessa Marianna in order to refocus him. When Fisk learned of his betrayal he got revenge by killing Owlsley.