Oracle Corp SEC Filings

Oracle (NYSE:ORCL) filed a Form 4 disclosing CEO Safra Catz’s cashless option exercises and same-day sales on 25-26 Jun 2025.

• Options exercised: 3.74 M shares at $51.13; 5 M new performance-based options granted 24 Jun 2025.
• Shares sold: 3.74 M shares at weighted-average prices of $210.64-$215.44, realising ≈$793 M.
• Post-transaction ownership: 1,118,592 directly-held shares (unchanged) plus 1.26 M unexercised options.

The sizeable monetisation, though executed under a Rule 10b5-1 plan, may influence investor sentiment and raises governance questions about pay design.

Larry Ellison, Oracle's Executive Chairman, Chief Technology Officer, and 10% owner, received a significant stock option grant on June 24, 2025. The Form 4 filing discloses the acquisition of 5,000,000 stock options with the following key details:

• Exercise price set at $51.13 per share
• Options become exercisable on June 24, 2025
• Expiration date is July 20, 2025
• Represents 2/7 of shares from a performance-based option that vested upon Compensation Committee certification

This transaction indicates a significant performance-based compensation award for Ellison, who holds multiple leadership roles at Oracle. The short exercise window (approximately one month) and the performance-based vesting conditions suggest this is part of a structured executive compensation plan tied to specific company goals.

Oracle CEO Safra Catz Files Form 144 for Significant Stock Sale

Oracle CEO Safra Catz has filed a Form 144 notice indicating plans to sell 1,865,701 shares of Oracle common stock with an aggregate market value of $396.85 million. The shares were acquired through stock options exercise on June 26, 2025, and are planned to be sold via Fidelity Brokerage Services on the NYSE.

Notable recent trading activity by Catz in the past 3 months includes:

• June 20, 2025: Sold 2,284,371 shares for $474.22 million
• June 23, 2025: Sold 1,410,547 shares for $289.79 million
• June 25, 2025: Sold 1,873,791 shares for $397.78 million

The shares are being sold from the Harbor Island Joint Rev Trust. The sale follows a Rule 10b5-1 trading plan adopted on September 25, 2024. Oracle's total shares outstanding stand at 2.81 billion.

Oracle Corp Vice Chairman and Director Jeffrey Henley reported a significant insider transaction on June 23, 2025, involving the disposition of 147,000 shares of Common Stock through a gift transaction (Transaction Code: G) at $0 per share.

Following the transaction, Henley maintains substantial indirect ownership positions through various trusts:

• 950,576 shares held through Trust
• 145,114 shares held through GRAT (Grantor Retained Annuity Trust)
• 362,029 shares held through Henley Community Property Trust

The Form 4 filing was submitted by Aimee Weast, acting as Attorney in Fact for Henley under a Power of Attorney filed on March 20, 2019. This gift transaction suggests estate planning or charitable giving activities by the insider while maintaining significant beneficial ownership in Oracle.

Oracle Corp Form 144 filing reveals CEO Safra Catz's planned sale of 1,873,791 shares of common stock with an aggregate market value of $397.8 million through Fidelity Brokerage Services. The transaction is scheduled for June 25, 2025, on the NYSE.

Key transaction details:

• Shares were acquired through stock options exercise on June 25, 2025
• Payment was made in cash
• Total outstanding shares: 2.81 billion

Notable recent trading activity by Catz in the past 3 months:

• June 20, 2025: Sold 2,284,371 shares for $474.2 million
• June 23, 2025: Sold 1,410,547 shares for $289.8 million

This Form 144 represents a significant insider transaction, with Catz selling approximately $1.16 billion worth of Oracle stock within a one-week period.

Oracle CEO Safra Catz reported significant insider trading activity through a pre-planned Rule 10b5-1 trading plan. On June 20-23, 2025, Catz exercised stock options for 3,694,918 shares at $51.13 per share and subsequently sold them in multiple transactions.

The transactions included:

• Exercise of 2,284,371 shares on June 20, followed by sales at prices ranging from $204.64 to $213.33
• Exercise of 1,410,547 shares on June 23, followed by sales at prices ranging from $202.63 to $207.23

Following these transactions, Catz's direct ownership stands at 1,118,592 shares. The stock options were part of a performance-based compensation package, with each exercise representing 1/7 of the vested options. The sales were executed pursuant to a Rule 10b5-1 plan established on September 25, 2024, demonstrating pre-planned, compliant insider selling activity.

Oracle Corp Form 144 filing reveals CEO Safra Catz's planned sale of 1,410,547 shares of common stock through Fidelity Brokerage Services, with an aggregate market value of $289.79 million. The shares were acquired through stock options exercise on June 23, 2025.

Key details of the transaction:

• Shares to be sold represent approximately 0.05% of Oracle's total outstanding shares (2.81 billion)
• Planned execution date: June 23, 2025
• Trading venue: NYSE

Notable previous transaction: Catz sold 2,284,371 shares for gross proceeds of $474.22 million on June 20, 2025. This Form 144 represents a declaration of intention to sell securities, filed in compliance with SEC Rule 144 for insider sales. The filing indicates the seller has no knowledge of undisclosed material adverse information about Oracle's operations.

Oracle Corp director George H. Conrades reported a significant insider transaction on Form 4. On June 17, 2025, Conrades executed a sale of 8,169 shares of Oracle common stock at a price of $213.49 per share, representing a total transaction value of approximately $1.74 million.

Following the transaction, Conrades continues to hold 38,456 shares directly. The sale was reported through his attorney-in-fact, Aimee Weast, under a previously filed power of attorney. The transaction was executed as a direct ownership disposition, with no derivative securities involved in this filing.

This insider sale comes at a time when Oracle stock has shown significant value, with the share price above $200. The transaction reduces Conrades' direct holdings but maintains his substantial position in the company while serving as a director.

Oracle President of OCI (Oracle Cloud Infrastructure), Clayton M. Magouyrk, reported a significant insider sale on June 17, 2025. The executive disposed of 15,000 shares of common stock at a weighted average price of $214.0989 per share, with individual trade prices ranging from $214.04 to $214.23.

Following the transaction, Magouyrk retains direct ownership of 60,722 shares of Oracle common stock. The total value of the sale amounts to approximately $3.21 million. The transaction was executed through multiple trades and was reported via Form 4 filing with the SEC on June 20, 2025.

Key transaction details:

• Transaction Code: Sale (S)
• Ownership Type: Direct (D)
• Filing was made by a single reporting person
• Transaction was documented through Power of Attorney filed on June 12, 2025