Insider Trading May 5, 2026 06:13 PM

C3.ai Executive Chairman Thomas Siebel Conducts Series of Stock Transactions

Recent filings reveal RSU vesting, tax-related sales, and a trust transfer amid a challenging fiscal period for the enterprise AI firm.

By Derek Hwang AI

Thomas M. Siebel, the Executive Chairman of C3.ai, Inc. (NASDAQ:AI), has engaged in several transactions involving the company's Class A Common Stock. These activities, occurring in early May 2026, include a sale to cover tax obligations following the vesting of restricted stock units (RSUs), an acquisition through RSU vesting, and a transfer of shares to a private living trust. These movements take place as the company navigates significant financial headwinds and revised guidance.

C3.ai Executive Chairman Thomas Siebel Conducts Series of Stock Transactions
AI

Key Points

  • C3.ai's executive leadership engaged in RSU-related stock movements and trust transfers.
  • Significant growth is evident in federal, defense, and aerospace bookings, representing 55% of total bookings.
  • The company faces downward pressure from lowered analyst price targets and revenue guidance misses.

Recent regulatory filings have detailed a series of equity transactions by Thomas M. Siebel, the Executive Chairman of C3.ai, Inc. (NASDAQ:AI). The activity includes a sale of shares to satisfy tax obligations, an acquisition through the vesting of restricted stock units, and a transfer of holdings into a personal trust.




Transaction Details

On May 4, 2026, Mr. Siebel disposed of 27,210 shares of C3.ai Class A Common Stock. This transaction resulted in total proceeds of $252,236, based on a weighted-average sale price of $9.27 per share. The individual sales within this block were executed at prices ranging from a low of $9.23 to a high of $9.305. According to the filings, these shares were withheld and sold by C3.ai specifically to fulfill tax withholding requirements associated with the vesting of Mr. Siebel's restricted stock units (RSUs).

This sale followed an acquisition on May 1, 2026, where Mr. Siebel received 53,125 shares of Class A Common Stock through the vesting of RSUs. These RSUs grant a contingent right to receive one share of Class A Common Stock per unit, with awards vesting on a quarterly basis contingent upon Mr. Siebel's continued service to the company.

Additionally, on May 5, 2026, Mr. Siebel executed a transfer of 25,915 shares of Class A Common Stock that he held directly to The Siebel Living Trust, for which he acts as trustee. This transfer was conducted at no cost. Following this movement, The Siebel Living Trust maintains a position of 720,103 shares of C3.ai Class A Common Stock.


Current Holdings Overview

Following the reported transactions, Mr. Siebel's direct ownership of C3.ai Class A Common Stock stands at 722,362 shares. His total interest in the company is further bolstered by significant indirect holdings through various entities:

  • First Virtual Holdings, LLC: 9,216 shares (where he serves as Chairman)
  • Siebel Asset Management, L.P.: 170,294 shares (where he is the general partner)
  • Siebel Asset Management III, L.P.: 72,695 shares (where he is the general partner)
  • The Siebel 2011 Irrevocable Children’s Trust: 1,237,115 shares (where he is co-trustee)

Market Context and Financial Performance

C3.ai is currently operating in a volatile market environment. The company's stock has seen a decline of 57% over the past year, with recent trading levels around $9.41 and a market capitalization of $1.37 billion. This downward pressure coincides with ongoing efforts to address profitability challenges.

The company recently introduced C3 Code, a new platform intended to facilitate the development of enterprise AI applications via natural language descriptions. However, the innovation has not insulated the firm from negative analyst sentiment regarding its financial outlook. DA Davidson lowered its price target for the stock to $7, citing underwhelming third-quarter earnings and a reduction in full-year fiscal 2026 guidance. Wolfe Research also reduced its target to $6, noting a revenue miss of 30% attributed to weak sales execution and a lack of non-recurring subscription revenue.

While Canaccord noted robust growth of 134% year-over-year in bookings for federal, defense, and aerospace sectors—which now account for 55% of total bookings—they also reduced their price target to $7. C3.ai has established relationships with several major entities, including the USDA, Department of Energy, NATO, and ExxonMobil. Despite these partnerships, the company's fourth-quarter revenue forecast of $48 million to $52 million is notably lower than the analyst expectation of $77.47 million. This outlook, paired with workforce reductions, has contributed to a 22.7% decline in share value.


Key Analysis Points

Market and Sector Impact:

  • Enterprise Software and AI Sector: The volatility seen in C3.ai reflects broader pressures within the enterprise AI market, where companies must balance rapid innovation with consistent revenue execution and profitability.
  • Government and Defense Spending: The 134% growth in federal, defense, and aerospace bookings highlights a significant pivot toward government-contracted AI services as a core revenue driver for the sector.

Risks and Uncertainties:

  • Revenue and Guidance Volatility: A significant gap exists between the company's revenue forecast ($48 million to $52 million) and analyst estimates ($77.47 million), creating uncertainty regarding near-term fiscal performance.
  • Execution and Sales Risk: Recent misses in revenue and guidance, as noted by analysts, suggest potential risks in sales execution and the ability to secure non-recurring subscription revenue, which impacts the software-as-a-service (SaaS) market stability.

Risks

  • Revenue forecasting uncertainty due to a wide gap between company guidance and analyst expectations.
  • Potential execution risks in sales and the transition to non-recurring subscription models.

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