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Paul Lional Edward Helliwell (1915 - 24 December 1976) was an American lawyer, OSS official, and CIA officer. While serving in this capacity he became director of Sea Supply, Inc. and president of Castle Bank & Trust. Helliwell was instrumental in setting up Civil Air Transport and Castle Bank & Trust, both of which were CIA proprietary companies. According to the Wall Street Journal, he was "deeply involved" in financing covert actions against Cuba from 1964 to 1975. Helliwell was reported to have played a key role in the purchase of the site for Disney World.
Helliwell joined the United States Army during World War II. Later he transferred to the Office of Strategic Services (OSS). In 1943, with the rank of Colonel, he became head of the Secret Intelligence Branch of the OSS in Europe. William Casey eventually replaced him in 1945. Helliwell then became chief of the Far East Division of the War Department's Strategic Service unit. In 1947, Helliwell joined the CIA, and it was in this role that he formed Castle Bank & Trust in the Bahamas on January 1962.
Helliwell continued to work as a lawyer in Miami and served as legal counsel to a Panamanian holding company that controlled a Bahamian gambling casino connected with Meyer Lansky.
- Williams, Paul (2015). Operation Gladio: The Unholy Alliance between the Vatican, the CIA, and the Mafia. Prometheus Books. ISBN 9781633884786.
- Donald E. Weatherbee (2008), Historical Dictionary of United States-Southeast Asia Relations, Scarecrow Press, p155-6
- Peter Dale Scott (2010), American War Machine: Deep Politics, the CIA Global Drug Connection, and the Road to Afghanistan, Rowman & Littlefield Publishers, p162
- "Paul Helliwell rites tomorrow". The Miami News. Miami. December 27, 1976. p. 4A. Retrieved December 6, 2014.
- Spector, Ronald (February 1982). "Allied Intelligence and Indochina, 1943-1945". Pacific Historical Review. 51 (1): 23–50. doi:10.2307/3639819. JSTOR 3639819.