21CTO

Sep 14, 2026 · Industry Insights

Larry Ellison Cancels $7.5B Oracle Stock Sale Amid AI Pivot and Regulatory Scrutiny

Oracle founder Larry Ellison established then withdrew a 10b5-1 plan to sell up to 50 million shares worth ~$7.5B, a move that highlighted tensions between U.S. insider-trading safe harbors and EU blackout rules, while Oracle's AI-driven cloud growth, rising debt, and Ellison's personal financing commitments for his son's media deals added pressure on the stock.