Now, and perhaps more than ever in history, rapid advances in technology are shaking our worldview and leading to new practices in business and science. Drones are changing the way that insurers handle claims, survey properties, and assess remote risks. Social media and the flood of data that it provides are signaling similar sea changes. In the auto sector, the advent of ridesharing is giving connected drivers and passengers uncounted opportunities, just as it presents challenges for their insurers. As more drivers, homeowners, and consumers connect to what is being described as the “Internet of Things,” the issues related to safety, risk, and insurance become astonishingly complex. For the prepared, the upside for enterprise can be staggering, but those not repositioning for this new technology may regret their lack of preparedness.