Andrew Stafman, Director at Twilio, sold approximately 500,000 shares of Class A Common Stock on 12 August 2026 for $123.5 million, according to an SEC Form 4 filing. The transaction represents a 79% reduction in his holdings. The shares were sold at a weighted average price of $247.08 per share, following a 159% stock price appreciation over the preceding 12 months. The shares were held through various entities including Sachem Head Capital Management LP, with Scott Ferguson and Andrew Stafman sharing potential beneficial ownership. Following the sale, Stafman retains approximately 133,000 shares across direct and indirect accounts, representing roughly 0.088% of Twilio's outstanding shares. Twilio provides cloud-based communications platforms through APIs, serving customers ranging from startups to Fortune 500 companies.

Twilio reported second-quarter results that exceeded expectations, with revenue up 22% year on year to $1.50 billion, beating analyst estimates of $1.43 billion. The customer engagement platform's non-GAAP profit of $1.47 per share surpassed consensus estimates by 11.1%. The company's third-quarter revenue guidance of $1.51 billion came in 3.2% above analyst expectations. Operating margin improved to 5.6%, up from 3% in the same quarter last year, whilst free cash flow margin rose to 23.5% from 9.4% the previous quarter. Following the results announcement, Twilio's stock jumped 15.7%. The company's net revenue retention rate increased to 116%, up from 114% in the prior quarter.