Form 4: Cloudflare CEO Matthew Prince Executes Pre-Planned Stock Sales Totaling Over 150,000 Shares

Cloudflare CEO and Co-Chair Matthew Prince reported the sale of 157,152 shares of Class A Common Stock over three days in July 2025, executed under a pre-arranged Rule 10b5-1 trading plan.

Summary

• Matthew Prince, Cloudflare's CEO and Board Co-Chair, reported multiple transactions involving Cloudflare Class A Common Stock.
• Between July 8 and July 10, 2025, Prince converted 52,384 shares of Class B Common Stock into Class A Common Stock on each of these three days, totaling 157,152 shares converted.
• Concurrently, he sold all 157,152 of these newly converted Class A Common Stock shares across numerous transactions on the same dates.
• The sales were executed at weighted average prices ranging from $181.7368 to $195.4592 per share.
• These transactions were conducted under a Rule 10b5-1 trading plan established on February 11, 2025.
• Following these transactions, Prince directly holds 381,213 shares of Class A Common Stock.
• Prince indirectly holds approximately 27.54 million shares of Class B Common Stock through various trusts, which are convertible to Class A on a one-to-one basis.

Sentiment

Score: 5

Explanation: A Form 4 filing reports routine insider transactions and does not inherently convey positive or negative sentiment about the company's performance or outlook, especially when executed under a Rule 10b5-1 plan.

Future Outlook

N/A

Industry Context

N/A

Stakeholder Impact

• Shareholders: Provides transparency regarding insider selling activity, which, while pre-planned under a Rule 10b5-1 plan, is still a notable change in insider holdings.

Key Dates

Keywords

Cloudflare, NET, Matthew Prince, CEO, insider trading, Form 4, stock sale, Rule 10b5-1, Class A Common Stock, Class B Common Stock, beneficial ownership