Josh Jacobson is a seasoned engineering leader and security-minded operator based in Ann Arbor, currently serving as VP of Engineering at Aicadium after executive technology roles including CTO and VP of Technology. With a background spanning infrastructure, DevOps, and security—backed by CISSP, F5, VMware and ITIL V3 certifications—he excels at turning complex systems into reliable, production-ready platforms. He has led engineering and security teams across startups and enterprise environments, from Unix systems administration to cloud-native orchestration and observability as a Datadog TAM. Josh pairs hands-on technical depth with strategic leadership, an MBA, and ongoing doctoral studies in IT, reflecting a commitment to continuous learning and pragmatic problem solving. Despite a compact "official" experience listing of five years, his career history shows two decades of progressively senior technical and management roles, signaling broad institutional knowledge and operational savvy.
6 years of coding experience
18 years of employment as a software developer
BA, BA at University of Michigan
Doctor of IT, Doctor of IT at Capella University
High School, High School at Greenhills High School
Master of Business Administration (M.B.A.), Master of Business Administration (M.B.A.) at Ashford University
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