Bobby Flaim entered the FBI as a Special Agent in 1997. He has been assigned to the Washington DC Field Office since then and has worked primarily counterterrorism matters.

Special Agent Flaim has been a member of the Joint Terrorism Task Force where he handled domestic terrorism issues including bomb threats, threats to foreign embassies and Special Events projects. In 1999 SA Flaim was assigned to the National Infrastructure Protection Center (NIPC) Squad, and he investigated computer intrusion matters in both the criminal and national security areas. As the mission of the squad changed to cyber-terrorism, SA Flaim lead the squad to several investigations of international cyber-terrorism and cyber-intelligence.

SA Flaim has assisted the AFP on several Australian cyber investigations. In addition, SA Flaim has worked on the Anthrax, September 11th terrorist attacks and the African embassy bombings investigations.

SA Flaim was an U.S. Army Judge Advocate General officer prior to joining the FBI.