The Journey 194. Planes, Drugs, and the JFK Assasination with Tosh Plumlee and Bill Conroy
The Journey 194. Planes, Drugs, and the JFK Assasination with Tosh Plumlee and Bill Conroy
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The Journey 194. Planes, Drugs and the JFK Assasination with Tosh Plumlee and Bill Conroy.
In this episode, Kris Millegan and Todd Baumann speak with Robert Tosh Plumlee and Bill Conroy, about their books, Deep Cover, Shallow Graves (Tosh Plumlee) and The Great Pretense (Bill Conroy) and the information surrounding Planes, Drugs, and the JFK Assassination.
Bill Conroy’s 40-year journalism career has focused heavily on investigative reporting — as an editor-in-chief, managing editor and reporter. His work has been published online and in print for a range of publications, including daily newspapers; alternative and business weeklies; magazines; and national online publications, such as the Daily Beast, Narco News and Housing Wire. He also have appeared in investigative documentaries aired by major networks, including the BBC, CNBC, the History Channel, Prime Video and Al Jazeera-Europe.
Robert “Tosh” Plumlee, a former contract operative for the CIA, and Ralph Pezzullo, a New York Times bestselling author, guide us on an incredible journey through a no-man’s land of political intrigue and covert CIA and Pentagon military operations sanctioned by the White House.
Plumlee was born in 1937. At 14, he joined the Texas 49th Armored Division at Dallas’s Love Field Airport, despite being underage. Later, in 1954, he transferred to the regular army and was attached to the 4th Army at Fort Bliss, Texas.
Eventually, he was reassigned to the 4th Army Reserve a specialized Military Intelligence Unit at Dallas Love Field. He obtained his pilot’s license in 1956 and soon after began working as a pilot for clandestine CIA aviation companies, which were CIA front companies transporting arms to Cuba before Castro took power. 1956-63.
Miami Florida From approximately 1962 to 1963, he was assigned to a specialized Task Force, TF-W Section—C-7 tab B and D, known as the Cuban Project, which operated from the JM/WAVE station in Miami, Florida’s Cuba Desk of the Central Intelligence Agency (CIA). The Cuban Project. Some years later, after a brief retirement from military life (1963 to 1974), in 1983, he was reactivated.
He became an undercover operative and contract pilot for the federal government during President Reagan’s Drug War. He was assigned to a secret team known as the ‘America-Mexico Special Operations Group’ (“AMSOG”), headquartered at the Panama Southern Command as a pilot, where he became associated with the Contra Resupply Network.
Mr. Plumlee has testified in closed-door sessions to various Senate and Congressional Subcommittees. In 1964, shortly after President Kennedy’s assassination, he gave testimony to the Director of the FBI, J. Edgar Hoover; in 1975-76, he also testified in a closed-door session to Senator Church, classified Top Secret; and he gave testimony in 1978 to Congressmen Tom Downing’s investigators before the HSCA was formed.
In 1990-91, he gave sworn testimony to Senator John Kerry’s Committee and twice to the Senate Foreign Relations Committee; and the Senate Intelligence Committee, August 2, 1991, and May 7-15, 1992. His testimony to these committees was also classified Top Secret Committee Sensitive.
Mr. Plumlee worked undercover operations for the Arizona Tri-State Task Force and later testified to the Drug Task Force committee in New Mexico, chaired by Arizona Governor Bruce Babbitt.









