E-mail Spyware: Gawker Wants To Know

Our gossipy cousins at Gawker are all a-twitter about this dude from the giant publishing house Conde Nast who sent them a tip and then got fired for it. Now they want to figure out how the corporate overseers were able to monitor his outgoing mail. I have a basic understanding of this stuff, but even so—in a company with thousands of employees it can't be trivial to track every Gmail message, or can it? I'm hoping one of you readers has the skinny on the science behind this stuff.

Krucing Off: Who Knows What Evil Lurks in the Heart of Conde s Tech Department? [Gawker]