On the heels of the 40th anniversary of America’s departure from Vietnam, a reflection on the past is appropriate. In honor of this occasion I found myself revisiting David Halberstam’s Best and the Brightest. Multiple dissertations could be written over individual components of the book, including Halberstam’s detailed portraits and backgrounds of the key decision-makers involved in run-up and execution of the Vietnam War. For the purposes of brevity and clarity, this paper focuses on two related problems noted throughout the book: the inherent limitations of foreign militaries in counter-insurgencies, and the challenges associated with selecting and training local security forces.