Submission + - Who Must You Trust? (acm.org)
He gives a checklist of what to look for when evaluating any system for trustworthiness, chock full of fascinating historical examples.
These include NASA opting for a simpler, but more reliable chip; the Terry Childs case; and even an 18th century "semaphore telegraph" that was a very early example of steganographic cryptography.
FTA: "Detecting an anomaly is one thing, but following up on what you've detected is at least as important. In the early days of the Internet, Cliff Stoll, then a graduate student at Lawrence Berkeley Laboratories in California, noticed a 75-cent accounting error on some computer systems he was managing. Many would have ignored it, but it bothered him enough to track it down. That investigation led, step by step, to the discovery of an attacker named Markus Hess, who was arrested, tried, and convicted of espionage and selling information to the Soviet KGB."