Oracle (ORCL) vice chair Henley exercises 400K options and sells 400K shares under 10b5-1 plan
Rhea-AI Filing Summary
Oracle Corp vice chairman Jeffrey Henley reported an exercise-and-sell transaction in Oracle common stock. On June 24, 2026, he exercised stock options to acquire 400,000 shares at an exercise price of $40.93 per share pursuant to a Rule 10b5-1 plan adopted on January 2, 2026.
The same day, he sold 400,000 shares in multiple open-market trades at weighted average prices ranging from about $155.50 to $165.57, also under that pre-arranged Rule 10b5-1 plan. After these transactions, he held 325,031 Oracle shares directly.
Henley also reported significant indirect ownership, including 490,333 Oracle shares held by the Henley Community Property Trust, 455,910 shares held by a trust, and 745,000 shares held by a GRAT, showing that a large portion of his overall exposure remains in indirect vehicles.
Positive
- None.
Negative
- None.
Insider Trade Summary 10b5-1
Exercise and Sale: 400,000 shares ($47.29M approx. pre-tax spread)
Exercise and Sale
16 txns
Insider
HENLEY JEFFREY
Role
Vice Chairman
Sold
400,000 shs ($63.66M)
Approx. gross sale proceeds
$63.66M
Approx. exercise cost
$16.37M
Approx. pre-tax spread
$47.29M
| Type | Security | Shares | Price | Value |
|---|---|---|---|---|
| Exercise | Stock Option | 400,000 | $0.00 | $0.00 |
| Exercise | Common Stock | 400,000 | $40.93 | $16.37M |
| Sale | Common Stock | 74,969 | $156.0642 | $11.70M |
| Sale | Common Stock | 78,559 | $157.023 | $12.34M |
| Sale | Common Stock | 45,872 | $157.8869 | $7.24M |
| Sale | Common Stock | 16,802 | $159.0673 | $2.67M |
| Sale | Common Stock | 62,582 | $160.0776 | $10.02M |
| Sale | Common Stock | 48,353 | $160.8586 | $7.78M |
| Sale | Common Stock | 16,809 | $162.176 | $2.73M |
| Sale | Common Stock | 15,122 | $162.9955 | $2.46M |
| Sale | Common Stock | 26,603 | $163.9994 | $4.36M |
| Sale | Common Stock | 13,529 | $164.9137 | $2.23M |
| Sale | Common Stock | 800 | $165.57 | $132K |
| holding | Common Stock | -- | -- | -- |
| holding | Common Stock | -- | -- | -- |
| holding | Common Stock | -- | -- | -- |
Holdings After Transaction:
Stock Option — 0 shares (Direct);
Common Stock — 0 shares (Direct);
Common Stock — 745,000 shares (Indirect, By GRAT);
Common Stock — 455,910 shares (Indirect, By Trust);
Common Stock — 490,333 shares (Indirect, By Henley Community Property Trust)
Footnotes (13)
- F1. Exercise of stock option pursuant to Rule 10b5-1 Plan adopted on January 2, 2026.
- F2. Sale of shares pursuant to Rule 10b5-1 Plan adopted on January 2, 2026.
- F3. This transaction was executed in multiple trades at prices ranging from $155.50. to $156.49. The price reported above reflects the weighted average sales price. The reporting person hereby undertakes to provide upon request to the SEC staff, the issuer or a security holder of the issuer full information regarding the number of shares and prices at which the transaction was effected.
- F4. This transaction was executed in multiple trades at prices ranging from $156.50 to $157.48. The price reported above reflects the weighted average sales price. The reporting person hereby undertakes to provide upon request to the SEC staff, the issuer or a security holder of the issuer full information regarding the number of shares and prices at which the transaction was effected.
- F5. This transaction was executed in multiple trades at prices ranging from $157.50 to $158.49. The price reported above reflects the weighted average sales price. The reporting person hereby undertakes to provide upon request to the SEC staff, the issuer or a security holder of the issuer full information regarding the number of shares and prices at which the transaction was effected.
- F6. This transaction was executed in multiple trades at prices ranging from $158.50 to $159.49. The price reported above reflects the weighted average sales price. The reporting person hereby undertakes to provide upon request to the SEC staff, the issuer or a security holder of the issuer full information regarding the number of shares and prices at which the transaction was effected.
- F7. This transaction was executed in multiple trades at prices ranging from $159.50 to $160.49. The price reported above reflects the weighted average sales price. The reporting person hereby undertakes to provide upon request to the SEC staff, the issuer or a security holder of the issuer full information regarding the number of shares and prices at which the transaction was effected.
- F8. This transaction was executed in multiple trades at prices ranging from $160.50 to $161.47. The price reported above reflects the weighted average sales price. The reporting person hereby undertakes to provide upon request to the SEC staff, the issuer or a security holder of the issuer full information regarding the number of shares and prices at which the transaction was effected.
- F9. This transaction was executed in multiple trades at prices ranging from $161.53 to $162.51. The price reported above reflects the weighted average sales price. The reporting person hereby undertakes to provide upon request to the SEC staff, the issuer or a security holder of the issuer full information regarding the number of shares and prices at which the transaction was effected.
- F10. This transaction was executed in multiple trades at prices ranging from $162.53 to $163.40. The price reported above reflects the weighted average sales price. The reporting person hereby undertakes to provide upon request to the SEC staff, the issuer or a security holder of the issuer full information regarding the number of shares and prices at which the transaction was effected.
- F11. This transaction was executed in multiple trades at prices ranging from $163.55 to $164.50. The price reported above reflects the weighted average sales price. The reporting person hereby undertakes to provide upon request to the SEC staff, the issuer or a security holder of the issuer full information regarding the number of shares and prices at which the transaction was effected.
- F12. This transaction was executed in multiple trades at prices ranging from $164.56 to $165.45. The price reported above reflects the weighted average sales price. The reporting person hereby undertakes to provide upon request to the SEC staff, the issuer or a security holder of the issuer full information regarding the number of shares and prices at which the transaction was effected.
- F13. 25% of the shares subject to the option vested annually on each anniversary of the grant date.
Key Figures
Shares sold: 400,000 shares
Sale price range: $155.50–$165.57 per share
Options exercised: 400,000 shares
+5 more
8 metrics
Shares sold
400,000 shares
Total Oracle common shares sold on June 24, 2026
Sale price range
$155.50–$165.57 per share
Weighted average price bands for open-market sales
Options exercised
400,000 shares
Oracle stock options exercised on June 24, 2026
Exercise price
$40.93 per share
Stock option exercise price for 400,000 shares
Direct holdings after
325,031 shares
Oracle common shares held directly after transactions
Henley Community Property Trust
490,333 shares
Oracle shares held indirectly by Henley Community Property Trust
Trust holdings
455,910 shares
Oracle shares held indirectly by a trust
GRAT holdings
745,000 shares
Oracle shares held indirectly by a GRAT
Key Terms
Rule 10b5-1 Plan, GRAT, Henley Community Property Trust, weighted average sales price, +1 more
5 terms
Rule 10b5-1 Plan regulatory
"Exercise of stock option pursuant to Rule 10b5-1 Plan adopted on January 2, 2026."
A Rule 10b5-1 plan is a prearranged, written schedule that lets corporate insiders buy or sell company stock at set times or amounts, even if they later learn material nonpublic information. Think of it like setting an automatic thermostat for trades: it creates a clear record that trades were planned in advance, reducing the risk of insider-trading accusations and helping investors trust that insider transactions are routine rather than based on secret information.
GRAT financial
"Common Stock ... nature_of_ownership: By GRAT"
Henley Community Property Trust financial
"Common Stock ... nature_of_ownership: By Henley Community Property Trust"
weighted average sales price financial
"The price reported above reflects the weighted average sales price."
stock option financial
"Exercise of stock option pursuant to Rule 10b5-1 Plan adopted on January 2, 2026."
A stock option is a contract that gives you the right to buy or sell a company's stock at a specific price within a certain time frame. People use them to potentially make money if the stock's price moves favorably or to protect against losses. It's like holding a coupon that can be used to buy or sell stock at a set price later on.
AI-generated analysis. How Rhea-AI works. Not financial advice.
FAQ
What did Oracle (ORCL) vice chairman Jeffrey Henley report in this Form 4?
Jeffrey Henley reported exercising stock options for 400,000 Oracle shares and selling 400,000 shares in open-market trades. The transactions were executed on June 24, 2026 under a pre-arranged Rule 10b5-1 trading plan adopted earlier in the year.
What stock options did Jeffrey Henley exercise in Oracle (ORCL)?
Henley exercised options covering 400,000 Oracle common shares at an exercise price of $40.93 per share. The option vested in 25% annual installments on each anniversary of the grant date, and the exercise occurred shortly before the option’s June 30, 2026 expiration.
Were Jeffrey Henley’s Oracle (ORCL) trades made under a Rule 10b5-1 plan?
Yes. The Form 4 states that both the stock option exercise and the related share sales were carried out under a Rule 10b5-1 trading plan adopted on January 2, 2026, indicating the transactions were pre-scheduled rather than timed discretionarily.
What indirect Oracle (ORCL) holdings does Jeffrey Henley report through trusts?
Henley reports indirect ownership of Oracle shares via several entities, including 490,333 shares held by the Henley Community Property Trust, 455,910 shares held by a trust, and 745,000 shares held by a GRAT. These vehicles hold Oracle stock on his behalf or for related beneficiaries.