Larry Ellison Cancels $7.5 Billion Oracle Stock Sale Plan After One Day

Larry Ellison, the executive chair and CTO of Oracle, has abruptly canceled a Rule 10b5-1 trading plan that would have allowed him to sell up to 50 million shares of the company, valued at approximately $7.5 billion at current market prices. This cancellation occurred just one day after the plan was made public, marking one of the swiftest reversals of an insider trading arrangement in recent history.

The trading plan was initially established on June 22, 2026, with an expiration date set for October 24, 2026. At the time of its adoption, the shares were valued closer to $8.75 billion. However, a subsequent decline in Oracle's stock price led to a reduction in the potential proceeds from the planned sale.

A Rule 10b5-1 plan allows corporate insiders to sell stock on a pre-scheduled basis without violating insider trading regulations. The shares in question represented about 1.65% of Oracle's total outstanding shares, and the anticipated influx of shares to the market could have exerted downward pressure on the stock price.

By withdrawing the plan, Ellison has alleviated some of the potential negative sentiment surrounding Oracle's stock, which has been under pressure due to investor concerns about the company's restructuring costs and overall financial health. Oracle is currently navigating a significant transformation, including a $40 billion fundraising initiative and restructuring costs estimated at $2.8 billion.

Ellison, who owns approximately 40% of Oracle's shares, has historically been conservative with his stock sales, making the proposed sale particularly noteworthy. The cancellation of the trading plan may signal Ellison's belief that Oracle's shares are undervalued, removing a potential overhang that could have complicated the company's financial narrative.