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Oracle’s Larry Ellison adopts trading plan to sell up to $7.5 billion worth of stock

Larry Ellison is preparing to offload a significant portion of his holdings in Oracle, marking a rare departure from his long standing habit of hoarding shares in the company he founded back in 1977. According to a recent regulatory filing, the chairman and chief technology officer has entered into a trading plan that allows him to sell up to 50 million shares. At current market prices, this could equate to roughly 7.5 billion dollars in stock sales between late June and October.

The scale of this potential sale is staggering when compared to Ellison’s historical behavior. Data from FactSet indicates that since the turn of the century, Ellison has typically avoided selling more than 25,000 shares at any one time. While this new plan represents a massive shift in strategy, it will not strip him of control over the software giant. Even if he sells every share allotted in the plan, he would still hold approximately 1.1 billion shares, maintaining ownership of more than 40 percent of the company.

This financial maneuver comes at a pivotal moment for Oracle as it pivots toward becoming a powerhouse in artificial intelligence infrastructure. The company recently reported impressive results, highlighted by a massive surge in cloud infrastructure revenue that beat analyst expectations. However, this aggressive expansion hasn’t been without cost. Investors have grown increasingly uneasy about the mountain of debt Oracle has accumulated to fund its growth, contributing to a nearly 20 percent drop in stock value so far this year.

Beyond the corporate boardroom, Ellison’s personal finances have also been active lately. As one of the wealthiest individuals globally, he played a key role in financing the high profile merger between Paramount and Skydance, the production company led by his son David Ellison. While Oracle spokespeople have not yet commented on the specific motivations behind the stock sale, it provides an interesting glimpse into how one of tech’s most enduring figures is managing his vast empire amidst shifting market pressures.

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