Key Points
- Ellison cancelled trading plan worth $7.5 billion before selling any shares
- Plan drew scrutiny due to timing around Oracle financial results
- Oracle shares fell 20 per cent this year amid margin pressures
Larry Ellison, executive chair and chief technology officer of Oracle, has cancelled a trading plan that would have allowed him to sell up to 50 million shares of the software company, worth approximately $7.5 billion at current prices, just one day after disclosing the arrangement.
Oracle confirmed that Ellison sold no shares under the plan, which was originally due to remain in place until 24 October. The company stated that Ellison has no other plans to sell any of his Oracle stock.
The trading plan, known as a Rule 10b5-1 plan, is a mechanism under US securities law that allows company insiders to prearrange stock sales when they do not possess material non-public information. The arrangement was adopted on 22 June, when the covered shares were worth approximately $8.75 billion.
The cancellation has drawn attention because European market-abuse regulations would not have permitted an executive to trade during the 30 days before financial results, highlighting differences between US and European approaches to insider trading rules.
Oracle stock decline
Oracle’s shares have fallen roughly 16 per cent since the plan was adopted in June and are down approximately 20 per cent for the year. The timing of the original trading plan coincided with Oracle reporting shrinking gross margins and increasing the expected cost of its job cuts to $2.8 billion.
In its latest quarterly earnings, the company reported a 121 per cent year-over-year increase in cloud infrastructure revenue and exceeded analyst estimates. However, the gross margin contraction and restructuring costs have weighed on investor sentiment, with shares falling 1.7 per cent following the results announcement.
Ellison controls approximately 40 per cent of Oracle’s outstanding shares. Had he completed the sale of all 50 million shares under the proposed plan, he would still have retained approximately 1.1 billion shares in the company he co-founded in 1977.
The proposed sale was unusual by historical standards. According to FactSet data, Ellison has not sold more than 25,000 Oracle shares in a single transaction since the beginning of this century, making the scale of the cancelled plan a significant departure from his established pattern.
US trading rules
Rule 10b5-1 plans allow executives and other corporate insiders to establish predetermined trading instructions at a time when they do not have access to insider information. Once established, the trades execute automatically according to the set parameters, providing a legal defence against allegations of insider trading.
The US Securities and Exchange Commission introduced the rule in 2000 and strengthened disclosure requirements in 2022 following concerns about potential abuse. Under current regulations, companies must publicly disclose when executives adopt, modify or terminate such plans.
By the numbers
Key figures from this story- $7.5 billion
- Value of cancelled Oracle stock sale plan
- 50 million
- Oracle shares covered under cancelled plan
- 40%
- Ellison's ownership stake in Oracle
In Ellison’s case, the plan was publicly disclosed because American regulations require it. However, because no shares were sold before the cancellation, no transaction occurred that would require further reporting.
European regulations
European market-abuse rules take a fundamentally different approach to managing insider trading risk. The European Union’s Market Abuse Regulation does not provide an equivalent to the US 10b5-1 safe harbour mechanism.
Under European rules, persons discharging managerial responsibilities, which includes senior executives and board members, are generally prohibited from trading in their company’s shares during the 30 calendar days before an interim or year-end financial report. This closed period approach prevents trading entirely rather than allowing pre-arranged plans to execute during sensitive periods.
The disclosure requirements also differ between jurisdictions. European regulators focus primarily on reporting completed transactions rather than the intent to establish a trading plan. Company managers must report transactions within three working days of reaching an annual threshold of €5,000.
Under European rules, a trading plan that was established but never executed would not have triggered the same level of public disclosure, as no reportable transaction would have occurred.
Oracle has taken on significant debt as it expands its cloud infrastructure business to compete with Amazon Web Services, Microsoft Azure and Google Cloud. The company has been investing heavily in data centres and artificial intelligence capabilities, which has pressured margins while revenue growth continues.
Your Questions, Answered
Why did Larry Ellison cancel his Oracle stock sale plan?
Oracle did not disclose a specific reason for the cancellation. The plan was cancelled one day after being disclosed, before any shares were sold. The timing drew attention because European rules would have prevented such trading during the 30 days before financial results.
What is a Rule 10b5-1 trading plan?
A Rule 10b5-1 plan is a US securities mechanism that allows company insiders to prearrange stock sales when they do not have insider information. The trades then execute automatically according to predetermined instructions, providing legal protection against insider trading allegations.
How much of Oracle does Larry Ellison own?
Larry Ellison controls approximately 40 per cent of Oracle. Even if he had sold all 50 million shares under the cancelled plan, he would have retained approximately 1.1 billion shares in the company he co-founded.
How do European insider trading rules differ from US rules?
European rules prohibit executives from trading during the 30 days before financial results, with no equivalent to the US 10b5-1 safe harbour. European regulations focus on reporting completed transactions rather than disclosed trading plans.

