Insider Trading May 5, 2026 08:44 PM

SentinelOne CEO Executes $3.55 Million Stock Sale Under Rule 10b5-1 Plan

Tomer Weingarten liquidates shares following Class B conversions as the cybersecurity firm reports steady fiscal 2026 results.

By Nina Shah S

SentinelOne, Inc. President and CEO Tomer Weingarten has completed a series of stock transactions totaling approximately $3.55 million in early May. The sales, which involved over 231,000 shares of Class A common stock, were conducted through a pre-arranged Rule 10b5-1 trading plan established on June 3, 2025. This insider activity occurs amidst a period where the company's stock has seen recent weekly gains but remains down over the course of the past year. The transactions were closely tied to the conversion of Class B common stock into Class A shares.

SentinelOne CEO Executes $3.55 Million Stock Sale Under Rule 10b5-1 Plan
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Key Points

  • CEO Tomer Weingarten sold approximately $3.55 million in SentinelOne stock through a pre-set Rule 10b5-1 trading plan.
  • The sales were facilitated by the conversion of Class B common stock into Class A common stock.
  • SentinelOne reported fiscal 2026 fourth quarter results that met revenue expectations and showed growth in annual recurring revenue.
  • The cybersecurity software sector is experiencing a broader rally, evidenced by gains in the iShares Expanded Tech-Software Sector ETF.

SentinelOne, Inc. (NASDAQ:S) has disclosed recent insider selling activity involving its President and Chief Executive Officer, Tomer Weingarten. According to a recent SEC Form 4 filing, Mr. Weingarten sold a total of approximately $3.55 million worth of Class A common stock during the first week of May.

The transaction details reveal that a total of 231,764 shares were sold at price points ranging from $15.00 to $15.605 per share. These specific sales were executed in accordance with a pre-arranged Rule 10b5-1 trading plan, which had been adopted on June 3, 2025.


Transaction Breakdown and Share Conversions

The filing provides a granular look at how these shares were acquired through conversion processes prior to their sale. On May 1, 2026, Mr. Weingarten acquired 100 shares of Class A common stock via the conversion of Class B common stock. These 100 shares were subsequently sold at a price of $15.00 per share.

A larger conversion followed on May 4, 2026, when Mr. Weingarten acquired an additional 231,664 shares of Class A common stock from Class B common stock. These shares were sold at a weighted average price of $15.3181 per share, with individual transaction prices falling between $15.00 and $15.605.

Following these completed transactions, Mr. Weingarten maintains a direct holding of 2,012,771 shares of Class A common stock. It is noted that certain portions of these holdings are subject to forfeiture to the Issuer should specific underlying vesting conditions fail to be met. Furthermore, an irrevocable trust holds 423,629 shares of Class B common stock. These Class B shares are convertible into Class A common stock at any time under various specified conditions, and Mr. Weingarten may exercise certain powers over them.


Market Context and Corporate Performance

At the time of reporting, SentinelOne stock was trading at $15.86, representing a 7.89% increase over the previous week. However, when viewed on an annual basis, the shares have declined by 15.37%. This movement occurs against the backdrop of the company's fourth quarter fiscal 2026 results, which indicated that revenue met expectations. The report also highlighted increases in margins and annual recurring revenue, specifically noting a record net new annual recurring revenue of roughly $64 million, representing a year-over-year growth rate of 6%.

Analyst sentiment remains mixed but notable. Cantor Fitzgerald has maintained an Overweight rating on the company, pointing toward successful performance in the mid-market segment even as the firm faces hurdles with enterprise-level customers. Additionally, TD Cowen reiterated a Buy rating with a price target of $22.00, citing the company's ability to prevent a novel AI-based attack using its endpoint detection and response technology.


Broader Sector Trends

The cybersecurity landscape has seen recent momentum, contributing to a rally in the software sector. The iShares Expanded Tech-Software Sector ETF recently saw a 2.6% increase, marking its longest winning streak since January 2025, despite ongoing discussions regarding potential disruptions caused by artificial intelligence.

In unrelated news within the broader market, Sherritt International Corporation conducted a non-brokered private placement of common shares, raising about $43.5 million by issuing approximately 207 million shares at $0.21 each. Notable participation in that placement included Seymour Schulich, who subscribed for 68.6 million shares totaling roughly $14.4 million.

Risks

  • Enterprise customer challenges: While mid-market performance is strong, SentinelOne faces difficulties within the enterprise segment.
  • Annual stock performance: Despite recent weekly gains, the company's stock has seen a 15.37% decrease over the past year.
  • AI disruption concerns: The software sector remains cautious regarding potential disruptions caused by artificial intelligence.

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