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Westfall then joined the Federal Bureau of Investigation and worked as an agent over the next 25 years in Dallas, Columbus, Ohio, Washington, D.C., Savannah, Georgia, and finally in El Paso, Texas, as the Assistant Special Agent in Charge of the El Paso office of the FBI.
In July 2000, he was assigned to the Chicago Filed Office as a Field Supervisor over an Organized Crime Squad, followed by his promotion to Assistant Special Agent in Charge (ASAC), where he managed Chicago's five Counterterrorism Squads, O'Hare and Midway Airports and a Resident Agency.
From August 2012 to November 2013, he served as the Special Agent in Charge (SAC) of the FBI Atlanta Field Office.
In 2003 he left the Operations Division and began his service as the Assistant Special Agent-in-Charge for the Washington Field Division where he had responsibility over High Intensity Drug Trafficking Area Task Forces (HIDTA) in West Virginia, and in the administrative and special support units.
He was then appointed Special Agent in Charge of the Detroit Office until returning to Headquarters as Deputy Assistant Director of the Counterterrorism Division.