We have a long and engaging conversation with Guy Filipelli, Managing Partner of Squadra Ventures, previously the co-founder and CEO of RedOwl Analytics who takes the mystery out of the big data revolution, and of using AI for data driven decision making. With degrees from West Point and Oxford University, and a long stint as an intelligence officer with the U.S. military and an entrepreneur, Filipelli knows inside out the possibilities and limits of data analytics. Our conversation traverses the complex landscape of the big data revolution.