 In 1955, while on vacation in Nantucket, Siegel fell in love with Helen Hartman, an aide in the office of United Nations Secretary-General Dag Hammarskjöld in New York.He proposed on their first date and they were married until Siegel's death.In the late 1950s, Hugh Hefner would enter his life once again when Siegel found work as Eastern Promotion Manager for Chicago-based "Playboy".