When it comes to cyber penetration, evolving threat landscapes mandate advanced persistent tac.? ha ha, just kidding. Look, let's be real, as an internal red team things can get really weird. A day job carrying out a company's most apocalyptic self-destructive fantasies presents a strange duality of helping and hurting. General public and corporate fear of 'hackers' has been both a blessing and a curse. You might say it's a gray area, but is it really that simple? In this talk i'll share the ups, downs, and lessons learned during my adventures as the corporate bogeyman.