Flagg is a Former Special Agent of the FBI with 27 years of investigative experience all in the Criminal field. 23 of the 27 years he was assigned to the New York Office (NYO) of the FBI. While at the NYO of the FBI, Flagg worked extensively with both sitting United States (U.S.) Attorney’s, Mary Jo White the U.S. Attorney for the Southern District of New York (SDNY) and Zackary Carter the U.S. Attorney for the Eastern District of New York. (EDNY)
To date, Flagg is still the only FBI street agent to have both sitting US Attorney’s speak at his retirement. This honor is only given to the FBI’s highest ranking bosses. Flagg’s retirement party was held on USS Intrepid Air and Space Museum, on October 9, 1998.
Immediately following his retirement Flagg opened Flaggman Inc. as is its sole officer. Flagg has work complex international investigations and was one of the case agents who worked on Flight 800, the TWA airliner which crashed on July 18, 1996 of the coast of Long Island killing 230 passengers. Flagg has worked closely with the Joint Terrorist Task Force and has many contacts in the terrorist law enforcement field both locally and internationally. Flagg has been a frequent speaker on FOX on line television. Flagg was the first FBI training agent to Ali Soufan of the Soufan Group one of the most influential international investigative
groups formed after the September 11, 2001 attacks on the World Trade Center.
Ali Soufan was the primary investigator on all members of Al-Qaeda’s captured immediately following the 9-11 attack. To date Ali Soufan remains a great source of current intelligence in the terrorist field.Over the past 16 years since leaving the FBI, Flagg’s private investigative firm has hired other retired FBI agents to help in the complex investigation both criminal and civil. Flagg is regularly, retained by Law Firms such as: Cadwalader, Wickersham & Taft, Greenberg, Traurig, Boies Schiller & Flexner, Roy Black and Debevoise & Plimpton. As well as many former Assistant United States Attorney’s who are now in private practice. Flagg has worked on 2 season of Sleeper Cell as a technical advisor as well as movies staring Michael Ealy, and Woody Harrelson.