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Disruptive innovation creates increasing regulatory challenges. The reason for this is simple: Regulation is usually reactive, responding to facts. However, we currently live in a world of data, not facts. Regulation must therefore be proactive and dynamically responsive to data and trends. This article discusses the following questions: (1) Why should regulators be proactive? (2) When should regulators respond? (3) What should regulators respond to? (4) How should regulators respond? Using a dataset comprising over 77,000 venture capital (VC) deals with over 35,000 companies in the United States from 2005 to 2015, the article shows how investment data can provide important feedback on innovation trends and associated risks for regulators, optimize the timing of regulation, and support anticipatory rulemaking.