Cloudflare CFO and Executives Sell Millions in Stock Amid AI Rally

Cloudflare, Inc. (NET) CFO Thomas J. Sievert exercised stock options on January 20 to acquire 10,000 Class A common shares and immediately sold them on the open market at roughly $176–$182 per share, securing about $1.79 million (approximately KRW 2.6 billion) in cash. That same day, he converted 10,000 Class B shares into Class A shares; after the transaction, his direct holding of Class A stock remained about $23 million (around KRW 33 billion), according to SEC filings.

On January 27, insider Carl Redbeter sold several thousand Class A shares in three tranches under a pre-established Rule 10b5-1 trading plan, disposing of roughly $3.3 million (about KRW 4.7 billion). Even after this sale, the shares he holds indirectly through a trust established in 2020 are valued at approximately $177 million (around KRW 250 billion).

Cloudflare’s stock has surged nearly 9% on back-to-back trading days amid buzz over its open-source AI agent “Moltbot” and growing expectations of a partnership with Anthropic—underscoring the company’s potential to benefit from AI infrastructure demand. On January 15, Cloudflare announced its acquisition of AI data marketplace provider Human Native, marking an expansion into generative AI content and data services. (Source: marketwatch.com)

As a “Connectivity Cloud” provider handling a significant share of global web traffic, Cloudflare offers CDN, security, edge computing, and infrastructure for AI agents and crawlers. Recently, it has implemented default blocking of unauthorized AI crawling and is advancing a permission-based data distribution model and strategic partnerships in China to broaden its Internet infrastructure business for the AI era. (Source: cloudflare.net)