Cloudflare CEO Matthew Prince Sells 211,000+ Shares Under Rule 10b5-1 Plan

Cloudflare, Inc. CEO and Board Co-Chair Matthew Prince filed a Form 4 reporting significant stock transactions from April 6-8, 2026. Prince sold a total of 211,151 Class A Common Stock shares across three days at prices ranging from $207.74 to $223.21 per share, generating substantial proceeds. These sales were executed pursuant to a Rule 10b5-1 trading plan adopted on February 11, 2025, indicating pre-planned transactions. Concurrently, Prince converted 157,152 Class B Common Stock shares to Class A shares on a one-to-one basis, which were then sold. Despite these sales, Prince maintains significant indirect ownership through multiple trusts, including The Matthew Prince Revocable Trust and various family trusts, with total holdings exceeding 21 million shares. The filing represents the first of two forms reporting transactions during this period.