Joshua Woodruff is a seasoned enterprise security and cloud veteran with 30 years of experience helping organizations from biotech to defense securely adopt major technology shifts. As founder and CEO of MassiveScale.AI and a longtime Zero Trust practitioner, he specializes in making agentic AI safe and operational—helping leaders discover hidden agents and deploy new ones without adding systemic risk. He’s authored a book linking Agentic AI with Zero Trust (foreword by John Kindervag) and runs short, outcome-focused programs that turn prototypes into secure, scalable business capabilities. Joshua combines hands-on technical leadership across cloud, DevOps, and SRE with executive advising and public speaking, and publishes a weekly newsletter read by 800+ leaders. An operator who’s led transformations at Microsoft, eBay, Zuora and startups alike, he’s as comfortable designing governance frameworks as he is remediating production incidents.
Contributions:8 releases, 249 commits, 22 PRs in 8 years
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