Hyperscale, Oracle Insiders Buy Stock; CoreWeave, Workday Executives Sell

Regulatory filings disclosed on Thursday, October 1, 2026, revealed significant insider trading activity, highlighted by a multi-million dollar purchase by an executive at Hyperscale Data and substantial sales by top leaders at CoreWeave, Workday, and Samsara.

Notable Insider Purchases

Several executives signaled confidence in their companies by acquiring shares on the open market.

• Hyperscale Data, Inc. (GPUS): Executive Chairman and 10% owner Milton C. Ault III purchased approximately $5.05 million worth of Class A common stock. The transactions occurred on September 29 and 30 at prices between $0.1639 and $0.50 per share, a time when the stock was trading near its 52-week low.
• Oracle Corp. (ORCL): Director Stephen H. Rusckowski acquired 25,000 shares for a total of approximately $3.48 million. The purchase was made on September 29 at a weighted average price of $139.352 per share.
• GameStop Corp. (GME): Director Nat Turner bought 10,462 shares of Class A Common Stock for a total of $254,540 on October 1.

Other significant buys included Filana Therapeutics (FLNA) President & CEO Barry Richard purchasing shares worth over $278,000 and a director at Presurance Holdings, Inc. (PRHI) buying stock valued at more than $74,000.

Significant Executive Sales

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On the sell side, several large transactions were executed, many under pre-arranged trading plans.

• CoreWeave, Inc. (CRWV): CEO and President Michael N. Intrator sold 297,692 shares for a total of approximately $26.66 million. The sales, which took place on September 29, were conducted under a Rule 10b5-1 trading plan adopted in November 2025.
• Workday, Inc. (WDAY): Director and 10% Owner David A. Duffield sold 96,871 shares for more than $18.66 million. These transactions on September 28 were also part of a Rule 10b5-1 plan established in December 2025.
• Samsara Inc. (IOT): CEO Sanjit Biswas and CTO John Bicket each sold shares totaling approximately $10.04 million. The sales occurred between September 29 and October 1 and were executed under Rule 10b5-1 plans from September 2025.
• Bumble Inc. (BMBL): Blackstone-affiliated entities reported the sale of over 3.7 million shares for approximately $11.1 million on September 28.

What This Means for Investors

Insider trading activity is closely watched by investors for indications of executive sentiment. Substantial purchases, especially when a stock is near a low, can be interpreted as a strong signal of management's confidence in the company's future prospects.

Conversely, insider sales are often more complex to interpret. While they can sometimes precede poor performance, they do not automatically signal a lack of confidence. Many of the sales reported were conducted under Rule 10b5-1 plans, which allow insiders to sell a predetermined number of shares at a predetermined time. These plans are often used for personal financial management, diversification, and tax planning, and are established in advance to avoid any appearance of trading on non-public information.