Craig Bromberg has had a long and fascinating career at the intersection of media and technology. An early adopter of online technologies, Craig was a freelance writer when he was chosen by Pathfinder head Walter Isaacson to become the first editorial director of the Pathfinder project. Craig tells us about the thinking that went into the launch of the website and the strategic goals Pathfinder was intended to achieve. But he was also a participant in the byzantine corporate politics that so hobbled Pathfinder’s trajectory, and he gives us a fascinating first hand account of what it was like to fight for a specific vision inside a big organization like Time Warner. Craig has worked with media from every angle and so the second half of the interview sees us get into a fascinating discussion about where media is going and how it can succeed in a digital age.