Shipchandler Khozema, chief executive officer of Twilio (TWLO), has filed 62 Form 4 transactions across two companies, with every dollar on the sell side. His total sales value is $44,657,500.02, and his total buy value is zero. The recent pattern is uniform: 24 open-market sales and no purchases, grants, or exercises in the latest reporting window.
The bulk of the activity is in TWLO. On October 5, 2026, Khozema filed eight separate sales totaling roughly $4.2 million, with individual transactions ranging from $146,025.27 to $1,496,476.41. That followed a September 30 cluster of seven sales worth about $4.0 million, including a $1,522,244.22 trade. Earlier in the quarter, he sold six times on July 6 for about $3.0 million and four times on June 30 for about $1.76 million. The smallest recent sale was $15,087.49 on June 30.
The only non-sale in the recent filings is a zero-value grant of LIFE stock on August 8, 2026, which is compensation and not a market transaction. Khozema has not bought shares in either company during the covered period. The sales are regular and recurring, clustered at quarter-end dates, and the dollar amounts vary widely. There is no purchase activity to offset the sell bias.
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