Guggenheim analyst predicts Oracle free cash flow ‘waterfall’ in fiscal 29-30

Quick Read Oracle (ORCL) is down 23% year-to-date and 54% off September 2025 highs at $149.40. The company has $553B in remaining performance obligations, up 325% year-over-year, with FY2026 capex guidance at $50B versus trailing free cash flow of negative $24.7B. Oracle’s massive datacenter buildout for AI infrastructure is depressing near-term free cash flow, but contracted revenue of $553B ensures a sharp inflection once capacity comes online in fiscal 2029 and 2030. The analyst who called NVIDIA ...