Cloudflare Execs Stack Up Shares Amid AI‑Driven Expansion, Sending a Bullish Signal to Investors

Insider Buying at Cloudflare Signals Confidence Amid Expansion

Cloudflare’s latest filing shows President and Board Co‑Chair Zatlyn Michelle purchasing 96,665 shares of Class A stock on February 6, 2026. The transaction was executed at the then‑market price of $179.91 per share, representing a modest 0.04% uptick in the stock’s price. While the trade itself is small relative to Michelle’s total holdings—her post‑transaction stake sits at 446,309 shares—the move arrives at a moment of heightened media chatter, with a buzz score of nearly 947 % and a positive sentiment of +94. Such social‑media amplification suggests that the purchase may be viewed as a bullish signal by the broader investor community.

What the Trade Means for Investors

For the market, insider purchases are often interpreted as a signal that executives believe the stock is undervalued or that upcoming catalysts will drive upside. In Cloudflare’s case, the buy occurs just weeks before the company’s Q4 earnings announcement and as it rolls out a wave of eight acquisitions aimed at strengthening its edge‑computation and AI‑ready services. Analysts note that the company’s price‑earnings ratio remains negative at –579, reflecting a valuation that is still heavily dependent on growth expectations rather than current earnings. Michelle’s purchase, therefore, can be read as a vote of confidence in the trajectory the board is charting, especially as it seeks to monetize its expanding portfolio of security and streaming platforms.

Insider Activity Across the Board

Zatlyn Michelle has been highly active in the past month, executing a series of buy and sell trades that have kept her holdings largely stable. The pattern shows a preference for Class A shares and a willingness to sell portions of her RSU pool once vesting thresholds are met, yet she continues to add to her position when the stock trades above her recent average. Her latest trade is consistent with a strategy of incremental accumulation rather than large, one‑off purchases. In contrast, other top executives such as CEO Prince Matthew and CFO Thomas Seifert have also been buying, with Matthew adding 52,384 shares in early January and Seifert taking a significant purchase of 10,000 shares of Class B stock in late January. The coordinated buying by the leadership team suggests a collective belief that the company’s recent strategic initiatives—particularly its AI and security acquisitions—will translate into long‑term value creation.

Profile of Zatlyn Michelle

Over the past three months, Michelle has maintained an average holding of roughly 400,000 Class A shares, with periodic sales that keep her exposure aligned with the company’s share‑based compensation plans. She has historically exercised her employee stock options at the grant price (often $0.00 in the filings) and subsequently sold the shares once they vested, a pattern that balances liquidity needs with a long‑term stake in Cloudflare. Her transactions are tightly clustered around major corporate events—earnings releases, acquisition announcements, or regulatory filings—indicating that she uses insider trading as a tool to signal her confidence during periods of strategic importance.

Looking Ahead

The combination of insider buying, a buoyant social‑media environment, and a pipeline of acquisitions positions Cloudflare on a potentially positive trajectory. While the company still faces a negative earnings ratio and a volatile share price, the leadership’s continued investment in the business signals an expectation that the valuation will rebound as the company capitalizes on its expanded product suite. Investors watching the upcoming earnings report should pay attention to how the new acquisitions translate into revenue growth and whether the market rewards the leadership’s confidence with a sustained uptick in the share price.