Jonathan Dippert

Jonathan Dippert is a technology advisor and executive specializing in information systems strategy, digital transformation, and tech finance. He is Chief Executive Officer of OptimEdge LLC, an information systems strategy and consulting firm that serves small and mid-market clients, helping them optimize information systems, tighten cybersecurity, and assure compliance. Jonathan also serves as Chief Information Officer at Enercon Engineering, Inc., providing technology leadership and operational oversight, and is a managing partner at Adaptive Ventures, focusing on early-stage investments in fintech, proptech, and related industries. Previously, he has held senior leadership roles at Synoptek, including RCTO/Client Advisor and Vice President, and was the founder and managing director of Stradecis. Throughout his career, Jonathan has specialized in helping organizations develop technology strategies, navigate business process improvement, and leverage transformative technologies such as artificial intelligence, blockchain, and IoT. He is a member of the MIT Technology Review Global Insights Panel, contributing expertise to a global community of business professionals at the intersection of innovation and strategy. Jonathan holds an Advanced Certificate for Executives in Management, Innovation, and Technology from the MIT Sloan School of Management, as well as multiple executive certificates in digital business, technology strategy, operations, and AI from MIT Sloan Executive Education. He is also a graduate of Harvard Business School Online's CORe Credential of Readiness program (pass with high honors), and studied mathematics with honors at the University of Michigan. Recognized for his thoughtful approach to leadership, Jonathan is endorsed for his diligence, attention to detail, and ability to guide organizations through periods of technological change.