Having been a Penetration Tester for the last 15+ years I have seen many environments and technologies. I have had the pleasure / hell of testing systems I’ve never even heard of and the agony of defeat on a major scale. Instead of just going over the what we used to work our way in, I want to go over the tricks the BLUE team used to keep us out! We will go over the technologies and techniques that have turned our traditional paths to root from minutes to months and the tricks that got us “caught” along the way. Not all pentests are a dream and the nightmares CAN / DO happen. So, let’s talk about how YOUR environment can become an attackers worst nightmare instead of their favorite playground