Cloudflare CIO Sam Rhea describes how the company moved from cautious AI experiments in 2025 toward a broader operating model called Cloudflare OS. The shift followed rapid improvements in models and harnesses that made agents capable of performing useful work, not merely answering questions. Hundreds of employees across technical and non-technical teams experimented with new building tools around the New Year. One sales employee’s AI-built “SuperApp,” however, required production access to roughly a dozen systems of record and administrative permissions for a deployment pipeline, highlighting the governance challenge created by bottom-up agent development.
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