Abstract: Despite $30–40 billion in enterprise GenAI investment, 95% of organizations achieve zero measurable return, trapped on the wrong side of what we term the "GenAI Divide." This review synthesizes findings from MIT's Project NANDA research examining 300+ AI implementations and interviews with 52 organizations to identify why pilots stall and how exceptional performers succeed. The divide stems not from model quality or regulation, but from a fundamental learning gap: most enterprise AI systems lack memory, contextual adaptation, and continuous improvement capabilities. While consumer tools like ChatGPT achieve 80% exploration rates, custom enterprise solutions suffer 95% pilot-to-production failure rates. Organizations crossing the divide share three patterns: they partner rather than build (achieving 2x higher success rates), empower distributed adoption over centralized control, and demand learning-capable systems that integrate deeply into workflows. Back-office automation delivers superior ROI compared to heavily-funded sales functions, though measurement challenges persist. The emerging agentic web—enabled by protocols supporting persistent memory and autonomous coordination—represents the infrastructure required to bridge this divide at scale. Learn more about your ad choices. Visit megaphone.fm/adchoices