Datadog CEO Olivier Pomel quietly cashed in $11.5 million worth of stock—47,054 shares—at $244.79 apiece on July 23, 2026, under a pre-approved Rule 10b5-1 plan set up in December 2025. Despite the hefty sale, he remains deeply invested, holding over 600,000 direct shares plus $8.8 million in equity awards. The stock dipped slightly after the trade, trading at $246.86, while Datadog continues to thrive as a cloud monitoring powerhouse. This move? A routine, planned financial step—not a red flag.

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