Insider Trading April 20, 2026 05:43 PM

Oracle Chief Legal Officer Nets $2.64 Million in Planned Stock Sale

Stuart Levey executed a prearranged sale of 15,000 shares as Oracle reports a recent rebound and a series of strategic moves

By Nina Shah ORCL
Oracle Chief Legal Officer Nets $2.64 Million in Planned Stock Sale
ORCL

Stuart Levey, Oracle's Executive Vice President and Chief Legal Officer, sold 15,000 shares of the company's common stock on April 16, 2026, under a Rule 10b5-1 plan. The transaction totaled about $2,642,850 at $176.19 per share. The sale was disclosed in an SEC filing on April 20, 2026. Oracle shares traded at $177.56 amid a recent 14% one-week rebound following a six-month decline of 36%. The company is also advancing cloud networking, data center financing, and strategic energy and software initiatives.

Key Points

  • Stuart Levey sold 15,000 Oracle shares on April 16, 2026, for about $2,642,850 at $176.19 per share.
  • The sale was executed under a Rule 10b5-1 trading plan adopted on January 13, 2026; post-sale direct holdings are 3,429 shares, and the SEC filing was dated April 20, 2026.
  • Oracle reported several corporate developments in the same reporting, including a multicloud networking expansion with AWS, near-completion of a $38 billion loan package for data center projects, an energy capacity deal tied to Bloom Energy, and new artificial intelligence features in Primavera Unifier.

Insider transaction details

Stuart Levey, who serves as Executive Vice President and Chief Legal Officer at Oracle Corp (NYSE:ORCL), sold 15,000 shares of Oracle common stock on April 16, 2026. The shares were sold at $176.19 apiece, producing proceeds of approximately $2,642,850. At the time the company’s shares were trading at $177.56.

The sale was carried out pursuant to a Rule 10b5-1 trading arrangement that Mr. Levey adopted on January 13, 2026. After this transaction, Mr. Levey directly holds 3,429 shares of Oracle common stock. The transaction was reported to the Securities and Exchange Commission on April 20, 2026.


Market context

Oracle’s share price had risen 14% over the week leading up to the trade, following a six-month period in which the stock fell 36%. The company is identified in the provided analysis as having a market capitalization of $509.92 billion. An InvestingPro note included in the reporting characterizes Oracle as appearing undervalued and points to Pro Research Reports covering the company and more than 1,400 other U.S. equities.


Corporate developments mentioned in the filing

  • Oracle announced an extension of its multicloud networking capabilities in collaboration with Amazon Web Services. The partnership is described as enabling private, high-speed connections between Oracle Cloud Infrastructure and AWS for customers running applications and moving data.
  • The company is reported to be near completion of a $38 billion loan package to support data center projects in Texas and Wisconsin. That loan package is described as being backed by JPMorgan Chase & Co. and Mitsubishi UFJ Financial Group.
  • Following an expanded strategic partnership with Bloom Energy, JMP Securities is reported to have maintained a Market Outperform rating on Oracle. The partnership cited involves Oracle contracting an initial 1.2 GW of capacity, with potential to increase to 2.8 GW.
  • Oracle has introduced new artificial intelligence features to its Primavera Unifier software. The updates are said to include AI-driven workflow summaries intended to help project teams prioritize tasks in capital project delivery.

What the filing shows and its limits

The filing makes clear the sale was executed under a preexisting Rule 10b5-1 plan, which indicates the transaction was prearranged. The report also documents Mr. Levey’s remaining direct holdings and the timing of the SEC disclosure. Beyond those recorded facts, the filing does not provide additional commentary from the insider on motivations for the sale.

Readers should note the separate operational and financing developments cited in the filing, including cloud networking arrangements, a large loan package for data center expansion, an energy capacity agreement, and software updates designed to improve capital project workflows. Each of these items was presented in the reporting as distinct company announcements or analyst commentary.

Risks

  • The insider transaction was conducted under a Rule 10b5-1 plan - this limits the extent to which the sale can be read as a signal about the executive’s short-term view of the company.
  • Oracle’s share price has been volatile, with a 36% decline over six months followed by a 14% rebound in the most recent week, indicating market sensitivity that may affect investors in software and cloud sectors.
  • The $38 billion loan package for data center projects is described as near completion; completion and execution risk could affect capital and financing outcomes for the company and related financial services participants.

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